3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide
• CAS No.: 299464-98-5
• Molecular Formula: C₁₆H₁₃N₅O₂S
• Molecular Weight: 339.378
• Mol file: 299464-98-5.mol

Synonyms:3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide

Chemical Property of 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide

There total 5 articles about 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide 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: 68.0%

6-amino-2-[(carboxamidomethyl)thio]-4-(4-methoxyphenyl)pyridine-3,5-dicarbonitrile (309268-54-0) → 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide (299464-98-5)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1002/hc.20313

Reference yield:

2,6-diamino-4-(4-methoxyphenyl)-4H-thiopyran-3,5-dicarbonitrile (102423-74-5) + Chloroacetamide (79-07-2) → 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide (299464-98-5)

Guidance literature:

2,6-diamino-4-(4-methoxyphenyl)-4H-thiopyran-3,5-dicarbonitrile; With potassium hydroxide; In ethanol; water; N,N-dimethyl-formamide; for 24h;

Chloroacetamide; In ethanol; water; N,N-dimethyl-formamide; for 5h;

DOI:10.1134/S1070428018100019

Reference yield:

6-amino-4-(4-methoxyphenyl)-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitrile (110691-01-5) → 3,6-diamino-5-cyano-4-(4-methoxyphenyl)-thieno[2,3-b]pyridine-2-carboxamide (299464-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / potassium hydroxide / dimethylformamide / 2 h / 20 °C

2: 68 percent / potassium hydroxide / ethanol / 3 h / Heating

With potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hc.20313

upstream raw materials:

6-amino-4-(4-methoxyphenyl)-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitrile

Chloroacetamide

6-amino-2-[(carboxamidomethyl)thio]-4-(4-methoxyphenyl)pyridine-3,5-dicarbonitrile

2,6-diamino-4-(4-methoxyphenyl)-4H-thiopyran-3,5-dicarbonitrile