Day: January 18, 2021

288-36-8, name is 1H-1,2,3-Triazole, 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. Safety of 1H-1,2,3-Triazole

Compound 8 was prepared by adapting a procedure described. 13 A degased solution of Pd2(dba)3 (20 mg, 90 mumol) and 2-di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl (104 mg, 0.22 mmol) in toluene (6 mL) was heated at 120 C for 5 min and transferred to a degased mixture of K3PO4 (5.1 g, 24 mmol), 1,2,3-triazole (0.83 mL, 14 mmol) and 1-bromo-4-(trifluoromethoxy)benzene (1.8 mL, 12 mmol) in toluene (6 mL). The resulting mixture was heated under argon at 120 C for 24 h. CH2Cl2 (30 mL) was added, the organic phase was washed with NH4Cl-saturated water (10 mL) and brine (10 mL), and the solvent was evaporated. The crude product was purified by chromatography over silica gel (eluent: heptane/AcOEt 95:5) to afford the pure compound in 96% yield as a beige powder: mp <50 C; IR (ATR): 1606, 1511, 1411, 1386, 1251, 1207, 1193, 1152, 1100, 1084, 1056, 962, 949, 921, 852, 821, 731, 664 cm-1; 1H NMR (CDCl3, 300 MHz) 7.32-7.36 (m, 2H), 7.82 (s, 2H), 8.11-8.15 (m, 2H); 13C NMR (CDCl3, 75 MHz) 120.4 (2CH), 120.6 (q, C, J = 256 Hz), 122.0 (2CH), 136.0 (2CH), 138.4 (C), 148.3 (C); 19F NMR (CDCl3, 282 MHz) -58.0. The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings. Reference:
Article; Nagaradja, Elisabeth; Bentabed-Ababsa, Ghenia; Scalabrini, Mathieu; Chevallier, Floris; Philippot, Stephanie; Fontanay, Stephane; Duval, Raphael E.; Halauko, Yury S.; Ivashkevich, Oleg A.; Matulis, Vadim E.; Roisnel, Thierry; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6355 – 6363;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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.

[( ?)-3-(3-lodo-benzyl)-morpholin-4-yl]-(2-[1 ,2,3]triazol-2-yl-phenyl)-methanone (B-28)A solution of (R)-3-(3-iodo-benzyl)-morpholine B-5 (100 mg, 0.33 mmol) and DIPEA (57 muIota_, 0.33 mmol) in DMF (1.5 mL) was added to a RT solution of 2-(2H-1 ,2,3-triazol-2-yl)benzoic acid E-2 (62 mg, 0.33 mmol), TBTU (1 1 1 mg, 0.35 mmol) and DIPEA (57 muIota_, 0.33 mmol) in DMF (1.5 ml) under argon and the resulting mixture was stirred for 22h. The reaction mixture was quenched with sat. aq. NaHC03 and stirred for 10 min before being diluted with water and extracted with DCM (3x). The combined organic extracts were washed with 2M aq . NaOH (1x), 2M aq. HCI (1 x) and brine (1x), dried over Na2S04, filtered and evaporated in vacuo. The crude product was purified by prep. HPLC (method F) to give the title compound as a white solid. LC-MS D: tR = 0.93 min; [M+H]+ = 474.91 .

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2013/68935; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 74205-82-6,Some common heterocyclic compound, 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol, molecular formula is C3H5N3O, 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.

General procedure: To a solution of indolines 6 (1.0 mmol) dissolved in acid (1.0 ml) in an icebath was added (1H-1,2,4-triazol-1-yl)methanol 5 (ammount as given in Table 1). Themixture was then stirred under the temperature and time given in Table 1. After completion of the reaction (TLC), the reaction mixture was poured intoice water, and 20% NaOH solution was added slowly to adjust the pH to 9. The product was extracted with dichloromethane. After removal of the solvent, theresidue was chromatographed over silica gel using dichloromethane-methanol togive 7 (yield as given in Table 1). The analytical and spectroscopic data for 7b and 7c are given below

The synthetic route of 74205-82-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Yi; Li, Xiaolong; Li, Jue; Li, Xiaocen; Guo, Li; Hai, Li; Wu, Yong; Tetrahedron Letters; vol. 55; 29; (2014); p. 3938 – 3941;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

The 1, 2, 3-triazole (3.45g, 50mmol), 2-iodo-5-methyl benzoic acid (5.24g, 20mmol), cesium carbonate (11.72g, 36mmol), trans-N, N ‘-dimethyl -1 , 2-cyclohexanediamine (0.51g, 3. 6mmol), cuprous iodide (0.38g, 2mmol) and N, N-dimethyl formamide (30 ml) are sequentially added to the 100 ml round bottom flask in a single port, the resulting reaction mixture under the protection of nitrogen is gradually heated up to 100 C, reaction 4 hours. Stop the reaction, cooling to room temperature to be reacted, water (150 ml) is diluted, and using ethyl acetate (200 ml ¡Á 2) extraction . Remove organic layer, the aqueous layer with concentrated hydrochloric acid (the mass fraction is 36.5%) acidified to pH to 1-2, then using ethyl acetate (200 ml ¡Á 2) extraction, and combined with the organic layer dried with anhydrous sodium sulfate. Filtering, the filtrate concentrated under reduced pressure, the resulting residue is purified by silica gel column chromatography (dichloromethane / methanol (v / v) = 50/1) to obtain the title compound as yellow solid (2.76g, 68%) .

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Jinchuan, Fei; Gao, Heng; Zhang, Ji; Zhang, Yingjun; (84 pag.)CN105461699; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 6523-49-5, These common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

Formamidine from step 1(2.96 g, 9.6 mmol) and 4-triazolylaniline (1.54 g, 9.6 mmol) in AcOH (10 ml) were heated to reflux for 3 h. The cooled solution was diluted with ether (200 ml) and the resulting precipitate filtered off. The filter cake was washed with ether, dried under suction then slurried with 2N NaOH (100 ml) with stirring for 30 minutes. The resulting solid was again isolated by filtration, washed with water and dried to give a pale yellow solid (3.81 g, 93 %). 1H NMR deltaltheta.11 (IH, s), 9.30 (IH, s), 8.80 (IH, s), 8.65 (IH, s), 8.26 (IH, s),8.23 (IH, s), 8.10 (2H, d, J 10Hz)5 7.92 (2H5 d, J 10Hz ), 7.88 (IH, d, J7.5Hz), 7.47 (2H, overlapping s), 7.16 (IH, d, J7.5Hz), 3.93 (3H, s), 3.85 (3H, s); LC-MS rt 2.17 m/z 425 ES+.

The synthetic route of 6523-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C2H3N3

The 2 H – 1, 2, 3 – triazole (3.45 g, 50 mmol), 2 – iodo -5 – methyl benzoic acid (5.24 g, 20 mmol), cesium carbonate (11.72 g, 36 mmol), trans – N, N’ – dimethyl – 1, 2 – diaminocyclohexane (0.51 g, 3.6 mmol), cuprous iodide (0.38 g, 2 mmol) and N, N – dimethyl formamide (30 ml) are added to the 100 ml round bottom flask in a single port, under the protection of nitrogen reaction solution gradually raising the temperature to 100 C reaction 4 hours. Stopping the reaction, cooling, liquid water (60 ml) diluted with water and ethyl acetate (200 ml ¡Á 2) extraction. The water layer is acidified to pH concentrated hydrochloric acid for 1 – 2, then adding ethyl acetate (200 ml ¡Á 2) extraction, the resulting organic layer dried with anhydrous sodium sulfate, filtered, filtrate turns on lathe does after separation and purification by column chromatography (dichloromethane/methanol (v/v)=50/1) to obtain the title compound (yellow solid, 2.76 g, 68%).

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Lao Jinhua; Nie Biao; Xu Juan; (35 pag.)CN107759620; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 48 b. 3-methyl-l-(4-nitrophenyl)-lH-l,2,4-triazole3-methyl-lH-l,2,4-triazole (648 mg, 7.8 mmol) and potassium carbonate (2.0 g, 14.2 mmol) were added to a solution of l-fluoro-4-nitro-benzene (1.0 g, 7.1 mmol) in DMF (10 mL). The reaction mixture was heated in a sealed tube at 800C overnight, cooled to room temperature and filtered through a pad of Celite. The solids were washed with dichloromethane and the filtrate was concentrated under reduced pressure. The residue was taken in water and the resultant precipitate was collected by filtration, washed with water and dried under high vacuum to afford 950 mg of the title compound (67 % Yield). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.51 (s, 3 H) 7.83 -7.89 (m, 2 H) 8.36 – 8.41 (m, 2 H) 8.58 (s, 1 H). MS m/z: 205 [M+l]+ .

The synthetic route of 3-Methyl-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; LO-ALFREDSSON, Yvonne; PAULSEN, Kim; RAKOS, Laszlo; ROTTICCI, Didier; WALDMAN, Magnus; WO2010/132015; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, 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.

In a 50 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (204 mg, 5.09 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (lnt-1, 770 mg, 3.39 mmol) in DMF (15 ml). The resulting suspension was stirred at room temp during 30 min and (3,3-difluorocyclobutyl)methyl trifluoromethanesulfonate (591 mg, 2.2 mmol) was added and the reaction was stirred at RT over night. The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgSO4 and concentrated in vacuo. The title compound was isolated as a orange liquid (1 g, 89 % yield). MS (ES+) m/z: 333.9 [(M+H)+].

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7411-23-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., name: 2H-1,2,4-Triazole-3-carboxamide

EXAMPLE 2 Preparation of 1(and 2 and 4)-Butyryl-s-triazole-3-carboxamide A suspension of 2 g. of 1,2,4-triazole-3-carboxamide and 7.5 g. of butyric anhydride is placed in an oil bath preheated to 155-160 C. and heated at this temperature for 30 minutes. The residue is triturated with diethyl ether and returned to the oil bath with an additional 7.5 g. of butyric anhydride and heated for 30 minutes. The reaction mixture is allowed to cool. The solid which forms is triturated with diethyl ether and collected yielding 2.6 g. of colorless solid. The product is recrystallized from dry acetonitrile yielding 0.6 g. of colorless solid, m.p. 186-188 C. (dec.).

According to the analysis of related databases, 3641-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 584-13-4, These common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, 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.

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

Statistics shows that 4H-1,2,4-Triazol-4-amine is playing an increasingly important role. we look forward to future research findings about 584-13-4.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics