1H-1,2,3-Triazole-4-carboxylicacid,5-(cyanomethyl)-,methylester(9CI)

Base Information

• Chemical Name: 1H-1,2,3-Triazole-4-carboxylicacid,5-(cyanomethyl)-,methylester(9CI)
• CAS No.: 73591-48-7
• Molecular Formula: C₆H₆N₄O₂
• Molecular Weight: 166.139
• Mol file: 73591-48-7.mol

Synonyms:1H-1,2,3-Triazole-4-carboxylicacid, 5-(cyanomethyl)-, methyl ester (9CI)

Chemical Property of 1H-1,2,3-Triazole-4-carboxylicacid,5-(cyanomethyl)-,methylester(9CI)

Chemical Property:

• PSA: 91.66000
• LogP: -0.34262

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-1,2,3-Triazole-4-carboxylicacid,5-(cyanomethyl)-,methylester(9CI)

There total 5 articles about 1H-1,2,3-Triazole-4-carboxylicacid,5-(cyanomethyl)-,methylester(9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.3%

Methyl 4(5)Carbamoylmethyl-1,2,3-triazole-5(4)carboxylate (73591-47-6) → Methyl 4(5)Cyanomethyl-1,2,3-triazole-5(4)carboxylate (73591-48-7)

Guidance literature:

With trichlorophosphate; for 1.5h; Heating;

DOI:10.1002/jhet.5570170132

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → Methyl 4(5)Cyanomethyl-1,2,3-triazole-5(4)carboxylate (73591-48-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 88.9 percent / conc. sulfuric acid / H₂O; methanol / 2 h

2: 90 percent / p-toluenesulfonyl azide, 1,5-diazabicyclo<5.4.0>undec-5-ene / ethyl acetate / 1 h / Ambient temperature

3: 82.3 percent / hydrogen / platinum oxide / acetic acid; 2-methoxy-ethanol / 4 h / 1810.02 Torr / Ambient temperature

4: 54.3 percent / conc. ammonium hydroxide / 8 h / Ambient temperature

5: 78.3 percent / phosphoryl chloride / 1.5 h / Heating

With ammonium hydroxide; 4-toluenesulfonyl azide; sulfuric acid; hydrogen; 1,5-Diazabicyclo[5.4.0]undec-5-ene; trichlorophosphate; platinum(IV) oxide; In methanol; 2-methoxy-ethanol; water; acetic acid; ethyl acetate;

DOI:10.1002/jhet.5570170132

Reference yield:

Dimethyl 1,3-Acetonedicarboxylate (2,4-Dinitrophenyl)hydrazone (73591-43-2) → Methyl 4(5)Cyanomethyl-1,2,3-triazole-5(4)carboxylate (73591-48-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / p-toluenesulfonyl azide, 1,5-diazabicyclo<5.4.0>undec-5-ene / ethyl acetate / 1 h / Ambient temperature

2: 82.3 percent / hydrogen / platinum oxide / acetic acid; 2-methoxy-ethanol / 4 h / 1810.02 Torr / Ambient temperature

3: 54.3 percent / conc. ammonium hydroxide / 8 h / Ambient temperature

4: 78.3 percent / phosphoryl chloride / 1.5 h / Heating

With ammonium hydroxide; 4-toluenesulfonyl azide; hydrogen; 1,5-Diazabicyclo[5.4.0]undec-5-ene; trichlorophosphate; platinum(IV) oxide; In 2-methoxy-ethanol; acetic acid; ethyl acetate;

DOI:10.1002/jhet.5570170132

upstream raw materials:

Methyl 4(5)Carbamoylmethyl-1,2,3-triazole-5(4)carboxylate

3-oxopentanedioic acid dimethyl ester

Methyl 4⁽⁵⁾Methoxycarbonylmethyl-1,2,3-triazole-5⁽⁴⁾carboxylate

Dimethyl 1,3-Acetonedicarboxylate (2,4-Dinitrophenyl)hydrazone

Downstream raw materials:

5-Cyanomethyl-2-(β-D-ribofuranosyl)-1,2,3-triazole-4-carboxamide

6-Amino-1-(β-D-ribofuranosyl)-1,2,3-triazolo<4,5-c>pyridin-4(5H)one

6-Amino-1,2,3-triazolo<4,5-c>pyridin-4(5H)one

4(5)Cyanomethyl-1,2,3-triazole-5(4)carboxamide

Refernces