5-Amino-2-chloro-6-methylpyridine-3-carbonitrile

Base Information

• Chemical Name: 5-Amino-2-chloro-6-methylpyridine-3-carbonitrile
• CAS No.: 57183-29-6
• Molecular Formula: C7H6ClN3
• Molecular Weight: 167.59600
• DSSTox Substance ID: DTXSID60512412
• Wikidata: Q82371626
• Mol file: 57183-29-6.mol

Synonyms:57183-29-6;5-Amino-2-chloro-6-methylpyridine-3-carbonitrile;3-Pyridinecarbonitrile, 5-amino-2-chloro-6-methyl-;SCHEMBL16370648;DTXSID60512412;2-methyl-3-amino-5-cyano-6-chloropyridine

Chemical Property of 5-Amino-2-chloro-6-methylpyridine-3-carbonitrile

Chemical Property:

• PSA: 62.70000
• LogP: 2.07848
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.0250249
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-2-chloro-6-methyl-nicotinonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C(=N1)Cl)C#N)N

Technology Process of 5-Amino-2-chloro-6-methylpyridine-3-carbonitrile

There total 8 articles about 5-Amino-2-chloro-6-methylpyridine-3-carbonitrile 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:

2,4-dichloro-6-methyl-5-nitro-nicotinonitrile (847145-54-4) → 5-amino-2-chloro-6-methyl-nicotinonitrile (57183-29-6)

Guidance literature:

With sulfuric acid; zinc;

DOI:10.1021/ja01203a002 DOI:10.1021/ja01203a001

Reference yield:

2-chloro-3-cyano-6-methyl-5-nitropyridine (26820-34-8) → 5-amino-2-chloro-6-methyl-nicotinonitrile (57183-29-6)

Guidance literature:

With hydrogenchloride; diethyl ether; tin(ll) chloride;

DOI:10.1021/ja01203a002

Reference yield:

2-hydroxy-6-methylnicotinonitrile (4241-27-4) → 5-amino-2-chloro-6-methyl-nicotinonitrile (57183-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid anhydride; urea; fuming HNO₃

2: POCl₃; PCl₅

3: diethyl ether; SnCl₂; concentrated aqueous HCl

With hydrogenchloride; diethyl ether; phosphorus pentachloride; nitric acid; acetic anhydride; urea; tin(ll) chloride; trichlorophosphate;

DOI:10.1021/ja01203a002

upstream raw materials:

2-chloro-3-cyano-6-methyl-5-nitropyridine

2,4-dichloro-6-methyl-5-nitro-nicotinonitrile

2-hydroxy-6-methylnicotinonitrile

2-hydroxy-6-methyl-5-nitro-nicotinonitrile

Downstream raw materials:

2-Methyl-3-amino-5-aminomethyl-pyridin

2,5-dichloro-6-methylpyridine-3-carbonitrile

5-amino-4-bromo-2-chloro-6-methyl-nicotinonitrile