Category: 252742-72-6

Application of 252742-72-6,Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of benzyl[(2S,3S)-2-phenyl-3-piperidinyl]carbamate (100 mg) in a mixture of N,N- dimethylformamide (0.66 ml) and water (0.01 ml) were added potassium carbonate (27 mg) and 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (45 mg), and the whole was stirred at room temperature for 1 hour. The mixture was poured into cold water (30 ml) and stirred for 10 minutes. The resulting precipitates was collected by filtration, washed with water, and dried to give the title compound (108 mg) . MASS (ES+): 408 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, its application will become more common.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; WO2004/111000; (2004); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

Step 1(e): 3-chloro-5-({2-oxo-1-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl}oxy)benzonitrile (1-6) A suspension of the 3-chloro-5-{[2-hydroxy-4-(trifluoromethyl)pyridin-3-yl]oxy}benzonitrile (1-4; 2.00 g; 6.36 mmol), 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (1-5; 0.849 g; 6.36 mmol) and K2CO3 (0.878 g; 6.36 mmol) in DMF (32 mL) was stirred for 2 hours at room temperature, at which point LCMS analysis indicated complete conversion. The mixture was diluted with 200 mL Me-THF and washed with 150 mL 1:1:1 H2O:brine:saturated aqueous NH4Cl, then further washed with 2.x.150 mL 1:1 H2O:brine. The aqueous fractions were further extracted with 150 mL Me-THF, then the combined organic extracts were dried (Na2SO4) and concentrated in vacuo. Purification by ISCO CombiFlash (80 g column; dry load; 100:0 to 90:10 EtOAc:EtOH over 25 minutes) provided the title compound (1-6) as a white solid. 1HNMR (400 MHz, DMSO): delta 11.46 (s, 1 H); 11.39 (s, 1 H); 7.93 (d, J=7.3 Hz, 1 H); 7.76 (s, 1 H); 7.58 (s, 1 H); 7.51 (s, 1 H); 6.67 (d, J=7.3 Hz, 1 H); 5.02 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 252742-72-6, its application will become more common.

Reference:
Patent; Burch, Jason; Cote, Bernard; Nguyen, Natalie; Li, Chun Sing; St-Onge, Miguel; Gauvreau, Danny; US2011/245296; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 252742-72-6

1-200: N2-(3-Aminosulfonyl-4-fluorophenyl)-5-fluoro-N4-[4-(254-dihydro-3-oxo-l,2,4- triazol-5-yl)methyleneoxyphenyI]-2,4-pyrimidinediamine (76); [0719] To a solution of 5-chloromethyl-2,4-dihydro-l ,2,4-triazol-3-one (35 mg, 0.26 mmol) in 2-butanone, were added N2-(3-aminosulfonyl-4-fluorophenyl)-5-fluoro-N4-(4- hydroxyphenyl)-2,4-pyrimidmediamme (100 mg, 0.25 mmol) and potassium carbonate (35 mg, 0.25 mmol). The resulting mixture was micro waved at 140 0C for 5 hours, and then additional of 5-chloromethyl-2,4-dihydro-l,2,4-triazol-3-one was added as needed The reaction solvent was removed under a reduced pressure, and the residual was purified by column chromatography (silica gel, dichloromethane: methanol 8:2 v/v) to give 25 mg of N2- (3-aminosulfonyl-4-fluorophenyl)-5-fluoro-N4-[4-(2,4-dihydro-3-oxo-l,2,4-triazol-5- yl)methoxyphenyl]-2,4-pyrimidinediamine (76) as a light yellow solid. 1H NMR (D2O): delta 7.90-7.89 (d, J= 3 Hz, 1H), 7.60-7.58 (d, J= 6 Hz, 1H), 7.34 (bs, 2H), 7.24-7.18 (m, 2H), 7.05-7.02 (d, J= 9.0 Hz, 2H), 6.65-6.62 (d, J= 9.0 Hz, 2H), 5.11 (br s, 2H); LCMS (m/z): 491.05 (MH+).

The synthetic route of 252742-72-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2006/133426; (2006); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 252742-72-6,Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of Example 87D (0.05 g, 0.126 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.132 ml, 0.757 mmol) in Nu,Nu-dimethylformamide (1 mL) was treated with Example 637A (0.020 g, 0.151 mmol) and the reaction was stirred at room temperature for 3 hours. Additional N-ethyl-N- isopropylpropan-2-amine (0.05 mL) and additional Example 637A (0.010 g, 0.076 mmol) were added and the mixture was stirred 3 hours longer. The reaction mixture was directly purified by reverse phase HPLC on a Phenomenex Luna C8(2) 5 um IotaOmicronthetaAlpha AXIA column (30 mm x 75 mm) eluting with a gradient of 10-70percent acetonitrile in 0.1 percent ammonium acetate/water to afford the title compound. lH NMR (500 MHz, DMSO-d6) delta ppm 2.44 – 2.52 (m, 2H), 2.64 (t, J = 5.8 Hz, 2H), 3.14 (q, J = 2.7 Hz, 2H), 3.40 (s, 2H), 3.73 (s, 3H), 6.19 (d, J = 2.1 Hz, 1H), 6.44 – 6.51 (m, 1H), 7.02 (d, J = 4.9 Hz, 1H), 7.14 – 7.32 (m, 3H), 8.18 (d, J = 4.9 Hz, 1H), 1 1.24 (s, 1H), 1 1.30 – 1 1.39 (m, 1H), 1 1.77 (d, J = 2.2 Hz, 1H). MS (ESI+) m/z 421.1(M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, its application will become more common.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

Step 2I-8 2.34200 mg 5-Chloromethyl-2,4-dihydro-[1 ,2,4]triazol-3-one was placed in 25 mL of a 7N solution of ammonia in methanol at ambient temperature. The reaction was stirred overnight and then concentrated under reduced pressure. The product was used without further purification. Yield: 171 mg (100percent of theory)

The synthetic route of 252742-72-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; DAHMANN, Georg; FIEGEN, Dennis; HANDSCHUH, Sandra; KLICIC, Jasna; LINZ, Guenter; SCHAENZLE, Gerhard; SCHNAPP, Andreas; EAST, Stephen P.; MAZANETZ, Michael Philip; SCOTT, John; WALKER, Edward; WO2011/92128; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 252742-72-6

Step A:; trans-5-[(4-{2-[(3,5-Dibromobenzyl)oxy]-2,3-dihydro-1H-inden-1-yl}piperazin-1-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one After reconversion to the base, the compound obtained in Step C of Example 1 (2.14 mmol) is dissolved in 30 ml of dimethylformamide. There are added 0.75 ml (4.28 mmol) of diisopropylethylamine and 314 mg (2.35 mmol) of 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one prepared according to the method described in Tetrahedron Letters, 2000, 41, 8661. The mixture is stirred for 12 hours at ambient temperature and then evaporated to dryness. The residue obtained is taken up in dichloromethane, washed, dried, filtered and evaporated. The oil obtained is purified by flash chromatography on silica to yield the expected product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 252742-72-6, its application will become more common.

Reference:
Patent; Peglion, Jean-Louis; Dessinges, Aimee; Goument, Bertrand; Millan, Mark; La Cour, Clotilde Mannoury; US2006/229318; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 252742-72-6

Example 8: Synthesis of I5-Chloromethyl-2,4-dihydro-[1 ,2,4]triazol-3-one-variant:To a solution of 0.6Og (1.48mmol, 1 equivalent) of III in 3.1 mL of DMF were added 226mg (1.64mmol, 1.1 equivalents) of potassium carbonate at ambient temperature. The mixture was stirred at 209C and a solution of 238mg (1.78mmol, 1.2 equivalents) of 5-Chloromethyl-2,4-dihydro-[1 ,2,4]triazol-3-one in 1.5ml_ of DMF was added dropwise within 15min. The reaction was stirred for 15min at 209C before 1 OmL of water were added dropwise while the product started to crystallize. The resulting suspension was stirred for 10min at 259C before it is cooled to 00C and stirred for 1 h. The crystals was collected by filtration and washed with cold water to give 416mg (68percent) of the title compound after drying under reduced pressure (400C, 10mbar) as a white crystalline product.Example 8a: Synthesis of I lambda^I -Amino^-chloro-eth-^-ylideneJ-hydrazinecarboxylic acid methyl ester-variant: To a solution of 500mg (1.14mmol, 1 equivalent) of III in 4.2mL of acetonitrile were added 546muL (3.29mmol, 2.9 equivalents) of lambda/,lambda/-diisopropylethylamine and 244mg (1.48mmol, 1.29 equivalents) of /V- [1 -Amino-2-chloro-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester. The resulting suspension was stirred at ambient temperature for 3h while a clear solution was formed. The reaction mixture was concentrated under reduced pressure (450C, 100mbar) and the residue was dissolved in 1 OmL of dichloromethane and washed with 1 OmL of a 26.5percent aqueous sodium chloride solution. The organic layer was concentrated under reduced pressure (459C, 100mbar). Then 4.2mL of acetonitrile were added to the residue and the mixture was transferred to a reactor where it was stirred for 55h at 1109C and 1.5bar. Then the reaction mixture was concentrated under reduced pressure (450C, 10 mbar) and the residue was dissolved in 5.6mL of methanol. The reaction mixture was heated to reflux and charcoal was added. The reaction mixture was kept at reflux for 30min before it was filtered over a bed of celite and washed with methanol. The filtrate was concentrated under reduced pressure and then suspended in acetonitrile. The resulting crystalline product I was collected by filtration and washed with cold acetonitrile to give 324mg (53percent) of the title compound as a white crystalline product.Example 9: Synthesis of I without isolation of intermediates:A mixture of 33.5g (77mmol, 1 equivalent) of Xl dissolved in 496ml_ of methanol and 6.69g of Pd/C (10percent) was charged with hydrogen and stirred for 2h at ambient temperature. The catalyst was filtered off and washed three times with 5OmL of methanol. The filtrate was concentrated under reduced pressure (450C, 10mbar) to yield in 34g of III as a colourless oil. This oil was dissolved in 278ml_ of acetonitrile and 28g (218mmol, 2.9 equivalents) of lambda/,lambda/-diisopropylethylamine and 16g (97,8mmol, 1.3 equivalents) of /V-[1 – Amino-2-chloro-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester were added. The mixture was stirred at ambient temperature for three hours and then concentrated under reduced pressure. The residue was dissolved in 30OmL of dichloromethane and washed with 30OmL of a 26.5percent aqueous sodium chloride solution. The organic layer was concentrated under reduced pressure (45¡ãC, 10mbar). Then 13OmL acetonitrile were added and the resulting mixture was transferred to a reactor where it was stirred for 45h at 1100C and 1.5 bar. The reaction mixture was then concentrated under reduced pressure (450C, 10mbar) and the residue was dissolved in 371 mL methanol. The reaction mixture was heated to reflux and charcoal was added. The reaction mixture was kept at reflux for 30min before it was filtered over a bed of celite and washed with methanol. The filtrate was concentrated under reduced pressure and then suspended in 278mL of acetonitrile. The resulting crystals were collected by filtration and washed with acetonitrile to give 377g (69percent) of the title compound as a white crystalline product.NMR: 1H-NMR (DMSOd6, 300MHz) delta (ppm) = 1.36 (d, CH3, 3H, J 6.5Hz), 2.39(dt, CH2, 1 H, J 11.7Hz, J 3.1 Hz), 2.75 (d, CH2, 1 H, J 14.2Hz), 2.84 (d, CH2, 1 H, J 11.7Hz), 3.38 (d, CH2, 1 H, J 13.9Hz), 3.49 (d, CH, 1 H, J 2.54), 3.62 (d, CH2, 1 H, J 10.9Hz), 4.12 (t, CH2, 1 H, J 9.9Hz), 4.33 (d, CH, 1 H, J 2.7Hz), 4.94 (q, CH, 1 H, J 6.5Hz), 7.07 (t, CH, 2H, J 8.8Hz), 7.37 (s, CH, 2H), 7.51 (t, CH, 2H, J 6.1 Hz), 7.83 (S, CH, 1 H), 11.29 (bs, NH, 2H). 13C-NMR (DMSOd6, 75.47MHz) delta (ppm) = 24.75, 50.79, 51.88, 59.07, 68.02, 71.87, 95.77, 114.79, 115.07, 121.39, 121.60, 125.22, 126.87, 128.83, 129.88, 130.31 , 130.74, 131.18, 131.37, 131.47, 133.52, 133.56, 144.24, 146.87, 156.72, 160.45, 163.68.

According to the analysis of related databases, 252742-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sandoz AG; WO2009/106486; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 252742-72-6,Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

13.35 g (100 mmol) of 3-chloromethyl-1,2,4-triazolin-5-one and 50 ml of THF were added to the reaction flask, stirred well, 220ml of 1mol / L sodium hexamethyldisilazane in tetrahydrofuran solution was added, cooled to -5 ¡ã C, a solution of dibenzylphosphoryl chloride in tetrahydrofuran (32.6 g of dibenzylphosphoryl chloride dissolved in 50 ml of tetrahydrofuran) was slowly added dropwise, after the drop wise addition, the reaction was continued to stir, TLC monitoring reaction endpoint. 300ml saturated sodium bicarbonate solution and 300 ml of isopropyl ether was added to the reaction solution, Stirred for 15min, liquid separation, organic phase was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, filtered , filtrate was concentrated to dryness , dried in vacuo to give a white solid of 35.84g, the yield was 91percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, its application will become more common.

Reference:
Patent; Shandong New Age Pharmaceutical Co., Ltd.; Zhao Zhiquan; Bai Wenqin; Wang Youguo; Sun Xiuling; Dai Shaogang; (7 pag.)CN104650143; (2018); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

252742-72-6, The chemical industry reduces the impact on the environment during synthesis 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, I believe this compound will play a more active role in future production and life.

13.35 g (100 mmol) of 3-chloromethyl-1, 2, 4-triazolin-5-one, 64.628 (120 mmol) tetrabenzyl pyrophosphate and 50 ml of THF were added to the reaction flask, stirred well, cooled down to -5 ¡ã C, 24.69 g (220 mmol) of potassium t-butoxide was added, after the addition, continue to stir the reaction, TLC monitor the reaction end point. 300 ml of saturated sodium bicarbonate solution and 300 ml of isopropyl ether were added the reaction solution, stirred for 15 min, and dispense, the organic phase was washed with saturated brine until neutral, dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated to dryness, dried in vacuo to give 33.86 g white solid, yield 86percent.

The chemical industry reduces the impact on the environment during synthesis 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong New Age Pharmaceutical Co., Ltd.; Zhao Zhiquan; Bai Wenqin; Wang Youguo; Sun Xiuling; Dai Shaogang; (7 pag.)CN104650143; (2018); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 252742-72-6.

Example 54 (3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluoro-2-methylphenyl)-N-methyl-1-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]piperidine-4-carboxamide hydrochloride To a solution of the compound (0.30 g) obtained in Example 12 and potassium carbonate (0.083 mg) in 1percent H2O-DMF (5.0 mL) was added 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.094 g) at 0¡ãC, and the mixture was stirred at room temperature for 14 hr. The reaction mixture was poured into water, and the product was extracted with ethyl acetate. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by preparative HPLC. 1H-NMR(CDCl3)delta: 1.70-2.00 (1H, m), 2.05-2.40 (6H, m), 2.75-3.10 (6H, m), 3.45-3.49 (2H, m), 3.65-3.80 (1H, m), 4.16 (1H, d, J=15.0Hz), 4.88 (1H, d, J=15.0Hz), 6.70-6.80 (2H, m), 7.00-7.18 (1H, m), 7.33-7.40 (2H, m), 7.70-7.82 (1H, m), 10.21 (1H, br s), 10.3-11.0 (1H, br) The obtained product was treated with 1 equivalent of 4N hydrogen chloride/ethyl acetate solution to give the title compound as a white powder (0.28 g, 78percent). MS(ESI+): 574(M-HCl+H)

The synthetic route of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1705176; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics