Day: April 9, 2021

Electric Literature of 3641-13-2,Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, its application will become more common.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6818-99-1, name is 3-Chloro-1,2,4-triazole, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6818-99-1, SDS of cas: 6818-99-1

A suspension of (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-14-(acetyloxy)- 15-[2-(dimethylamino)-2,3-dimethylbutoxy]-8-[(lR)-1,2-dimethylpropyl]- 1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-l^deltaJOa-tetramethyl–oxo-4H-l^a-propano- 2H-phenanthro[1,2-c]pyran-7-carboxylic acid (the compound of Example 130 in International Patent Publication No. WO 2007/127012, herein incorporated by reference in its entirety; 20 mg, 0.03 mmol), 3-chloro-iH-1,2,4-triazole (26.8 mg, 0.259 mmol) and boron trifluoride etherate (75 muL, 0.592 mmol) in dichloroethane (0.7 mL) was blanketed with nitrogen and placed in a 50C oil bath for 24 hours. The mixture was cooled to room temperature, evaporated and the residual oil was separated by reverse phase EtaPLC using a 19 x 150 mm Sunfire Preparative C18 OBD column. The product containing fractions were evaporated and freeze-dried from a mixture of ethanol and benzene to give EXAMPLE 9A as a white solid (3.4 mg), EXAMPLE 9B as a white solid (2.0 mg) and EXAMPLE 9C as a white solid (2.0 mg).EXAMPLE 9A:1H NMR (CD3OD, 600MHz, ppm) delta 0.70 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.98 (multiple Me signals), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.18 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.70 (s, 3H, Me), 1.67-1.86 (m), 1.94-1.99 (m), 2.20-2.26 (m), 2.52 (dd, 1H, H13), 2.54 (dd, 1H, H13), 2.74 (s, NMe2), 2.80 (s, NMe2), 2.82 (s, NMe2), 2.85 (s, NMe2), 3.09 (s, 1H, H7), 3.58 (d, 1H), 3.62 (dd, 1H), 3.68 (d, 1H), 3.79 (d, 1H), 3.85 (d, 1H), 5.60 (br m, 1H, H14), 5.79 (dd, 1H, H5), 5.80 (dd, 1H, H5), 9.04 (br s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9B:1H NMR (CD3OD, 600MHz, ppm) delta 0.72 (d, 3H, Me), 0.76 (d, 3H, Me), 0.80 (s, 3H, Me), 0.88 (d, 3H, Me), 0.89 (d, 3H, Me), 0.91 (d, 3H, Me), 0.92 (d, 3H, Me), 0.95 (d, 3H, Me), 0.96 (s, 3H, Me), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.67 (s, 3H, Me), 1.68-1.86 (m), 1.90-1.99 (m), 2.04-2.09 (m), 2.19-2.26 (m), 2.37 (dd, 1H, H13), 2.39 (dd, 1H, H13), 2.66-2.72 (m), 2.71 (s, NMe2), 2.79 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.17 (d, 1H), 3.57 (d, 1H), 3.60-3.64 (m), 3.68 (dd, 1H), 3.72 (d, 1H), 3.80 (d, 1H), 3.86 (d, 1H), 3.99 (d, 1H), 4.20 (d, 1H), 5.72 (m, 1H, H14), 5.77 (dd, 1H, H5), 8.07 (s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9C:1H NMR (CD3OD, 600MHz, ppm) 50.72 (d, 3H, Me), 0.75 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.96 (multiple Me signals), (s, 3H, Me), 1.03 (s, 3H, Me), 1.05 (s, 3H, Me), 1.09 (s, 3H, Me), 1.17 (s, 3H, Me), 1.19 (s, 3H, Me), 1.28-1.48 (m), 1.50 (s, 3H, Me), 1.52-1.54 (m), 1.69 (s, 3H, Me), 1.60-1.81 (m), 1.90-1.98 (m), 2.20-2.26 (m), 2.46 (dd, 1H, H13), 2.48 (dd, 1H, H13), 2.76 (s, NMe2), 2.80 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.10 (s, 1H, H7), 3.52-3.68 (m), 3.71-3.90 (m), 5.60 (m, 1H, H14), 5.76 (dd, 1H, H5), 8.63 (s, 1H, triazole).Mass spectrum: (ESI) m/z = 715.38 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, These common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, 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.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and butan-l-amine (0.21 mL, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (80:20) as eluents to get the desired amide 12 (32 mg, 10 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.75-14.44 (m, 1H), 8.58 (br s, 1H), 8.41 (br s, 1H), 3.26- 3.20 (m, 2H), 1.54-1.45 (m, 2H), 1.35-1.23 (m, 2H), 0.89 (t, J= 7.2 Hz, 3H) ppm. MH+ = 169.2 m/z. Statistics shows that 1,2,4-Triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 4928-87-4. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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. Application In Synthesis of 5-Amino-4H-1,2,4-triazole-3-carboxylic acid

3-Amino-1,2,4-triazole-5-carboxylic acid hydrate (1.28g, O.OImol) was dissolved in water (50ml). Sodium nitrite (0.76g, 0.011mol) was added and the solution was stirred until the sodium nitrite had dissolved. The mixture was then added dropwise to a cooled mix of ice-water (30g) and concentrated hydrochloric acid (3.0ml) at 0-5C. The mixture was stirred for 30 minutes at 0-5C and then excess nitrous acid was destroyed by the addition of sulfamic acid. The resultant diazonium salt suspension was added slowly to a solution of 6-hydroxyquinoline (1.45g, O.OImol) in water (100ml) at pH 8-9 (adjusted with 2M NaOH) and cooled to below 5C. The reaction mixture was then stirred at 0-5C for one hour and the product was precipitated by acidification to pH 4 with 2M HCI and collected by filtration. The product was washed with water and then dried in a vacuumdesiccator to give an orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-13-2, its application will become more common.

Reference:
Patent; AVECIA LIMITED; WO2004/108834; (2004); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, 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. category: Triazoles

A mixture of Cd(NO3)2¡¤4H2O (0.0308g, 0.1mmol), Hcpt (0.0189g, 0.1mmol) and DMF/CH3CN/H2O (8mL, 6:1:1, v/v/v) was placed in a tightly capped 20mL vial under ultrasonic irradiation to produce a clear solution, which was then heated at 85C for 3days and cooled to room temperature at a rate of 10Ch-1. Colorless block shaped crystal of 1 were collected in 56% yield (based on Cd). The resulting crystals were rinsed with DMF three times and then dried at room temperature. Elemental analysis for C10H7CdN3O4 (Mr=345.60) (1): calcd: C 34.75, H 2.04, N 12.16%; found: C 34.68, H 2.09, N 12.47%. The phase purity of the bulk crystals was proved by their powder X-ray diffraction (PXRD) pattern (Fig. S1).

The synthetic route of 4-[1,2,4]Triazol-1-yl-benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xia, Yu-Pei; Li, Yun-Wu; Li, Da-Cheng; Du, Yu-Chang; Yao, Qing-Xia; Dou, Jian-Min; Journal of Molecular Structure; vol. 1081; (2015); p. 362 – 365;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 15988-11-1, 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of arylaldehyde (1 mmol), malononitrile (1mmol), 4-phenylurazole (1mmol ) and NaBr (0.05 g, 0.5 mmol ) in EtOH (20 mL) was stirred with a magnetic stirrer and electrolyzed in an undivided cell equipped with a graphite anode, and an iron cathode at ambient temperature under a constant current density of 10mA/cm2( electrodes square 5 cm2), until the catalytic quantity of 0.1 F/mol of electricity was passed. After electrolysis process, the mixture was filtered, then it was rinsed twice with cold ethanol to obtained corresponding product.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Phenyl-1,2,4-triazolidine-3,5-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khandan-Barani, Khatereh; Dodangeh, Mohammad; Kangani, Mehrnoosh; Maghsoodlou, Malek-Taher; Oriental Journal of Chemistry; vol. 32; 2; (2016); p. 1255 – 1260;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 51039-49-7, name is 2-Phenyl-2H-1,2,3-triazole, molecular formula is C8H7N3, 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 51039-49-7

Step3. Synthesis of 2-(4-bromophenyl)-2H-1,2,3-triazole. [1.1.5c] 1.1.5c 1.1.5b (68 mg, 0.468 mmol) was dissolved in concentrated H2S04 (2 mL) and Br2 (0.024 mL, 0.468 mmol) was added, followed by Ag2S04 (175 mg, 0.56 mmol). After stirring at room temperature for 40 minutes, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was dried (Na2S04) and concentrated to afford 1.1.5c (40 mg, 38 % yield) as an off white solid. LCMS (m/z) 225.9 [M+H]+ 1H NMR (400 MHz, CDCI3) 7.99 (d, J = 8.61 Hz, 2H), 7.83 (s, 2H), 7.62 (d, J = 8.61 Hz, 2H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51039-49-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; FU, Jiping; KARUR, Subramanian; MADERA, Ann Marie; PECCHI, Sabina; SWEENEY, Zachary Kevin; TJANDRA, Meiliana; YIFRU, Aregahegn; WO2014/160649; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61-82-5, name is 1H-1,2,4-Triazol-5-amine, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 61-82-5, Safety of 1H-1,2,4-Triazol-5-amine

General procedure: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 ¡Á 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 15294-81-2, The chemical industry reduces the impact on the environment during synthesis 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

Example 160: Preparation of 4,5-dibromo-l-methyl-lH-[1.2.31triazole and 4,5-dibromo- 2-methyl-2H-r 1 ,231triazole(A) (B)To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 159) and triethyl amine (1.5 ml, 10 mmol) in dichloromethane (50 ml), was added methyl iodide (625 mul, 10 mmol). The reaction mixture was stirred at room temperature for 24 hours. More triethyl amine (0.75 ml, 5 mmol) and more methyl iodide (312 mul, 5 mmol) were added and the mixture was stirred for 3 hours. The reaction mixture was quenched with aqueous ammonium chloride (saturated, 15 ml). The organic extract was dried over magnesium sulfate and concentrated and the residue was purified by column chromatography on silica gel (eluent 10-30percent ethyl acetate in hexane) to give 4,5-dibromo-2- methyl-2H-[l ,2,3]triazole (isomer B) (625 mg, 26percent yield) and 4,5-dibromo- 1-methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34percent yield). Isomer A 1H-NMR (400 MHz, CDCl3): 4.09 (s, 3H, Me) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 4.18 (s, 3H, Me) ppm.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4,5-Dibromo-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3179-31-5, 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. 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

c) 6-Chloro-2-[4-(lJH-l,2,4-triazol-3-ylthio)-l-piperidinyl]-iV-(tricyclo[3.3.1.13’7]dec-l- ylmethyl)-5-quinolinecarboxamide; To 6-chloro-2-[4-[(methylsulfonyl)oxy]-l-rhoirhoeridinyl]-N-(tricyclo[3.3.1.13’7]dec-l- ylmethyl)-5-quinolinecarboxamide (200 mg) (Example 22 (b)) and potassium carbonate 5 (104 mg) in acetone (2 mL) and water (0.3 mL) was added IH- l,2,4-triazole-3 -thiol (57 mg). The mixture was heated in a microwave for 40 minutes at 1200C and then cooled to room temperature. The solvent was removed under vacuum and the reaction worked up as described in (Example 22 (b)) to afford the sub-titled compound (220 mg).I0 MS: APCI(+ve) 538/540 (M+H*).

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

Reference:
Patent; ASTRAZENECA AB; WO2006/59945; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics