N-(2,2-dichloro-1-cyanoethenyl)benzamide

Base Information

• Chemical Name: N-(2,2-dichloro-1-cyanoethenyl)benzamide
• CAS No.: 49837-70-9
• Molecular Formula: C10H6Cl2N2O
• Molecular Weight: 241.076
• Hs Code.: 2926909090
• European Community (EC) Number: 688-641-8
• DSSTox Substance ID: DTXSID30401420
• Mol file: 49837-70-9.mol

Synonyms:49837-70-9;N-(2,2-dichloro-1-cyanoethenyl)benzamide;N-(2,2-dichloro-1-cyano-vinyl)-benzamide;Benzamide, N-(2,2-dichloro-1-cyanoethenyl)-;N-(2,2-dichloro-1-cyanoeth-1-en-1-yl)benzamide;SCHEMBL8890857;DTXSID30401420;AKOS002662677;2-benzoylamino-3,3-dichloroacrylonitrile

Chemical Property of N-(2,2-dichloro-1-cyanoethenyl)benzamide

Chemical Property:

• PSA: 56.38000
• LogP: 3.16148
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 239.9857182
• Heavy Atom Count: 15
• Complexity: 320

Purity/Quality:

N-(2,2-DICHLORO-1-CYANO-VINYL)BENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC(=C(Cl)Cl)C#N

Technology Process of N-(2,2-dichloro-1-cyanoethenyl)benzamide

There total 5 articles about N-(2,2-dichloro-1-cyanoethenyl)benzamide 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: 88.0%

potassium cyanide + N-(1,2,2,2-tetrachloroethyl)benzamide (6798-35-2) → 2-benzoylamino-3,3-dichloroacrylonitrile (49837-70-9)

Guidance literature:

In 1,4-dioxane; water; at -8 - 25 ℃; for 2h;

DOI:10.1134/S1070363221030026

Reference yield:

benzamide (55-21-0,27208-38-4) → 2-benzoylamino-3,3-dichloroacrylonitrile (49837-70-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 2 h / 100 - 110 °C

2: thionyl chloride / benzene / 4 h / Reflux

3: water; 1,4-dioxane / 2 h / -8 - 25 °C

With thionyl chloride; sulfuric acid; In 1,4-dioxane; water; benzene;

DOI:10.1134/S1070363221030026

Reference yield:

N-(2,2,2-trichloro-1-hydroxyethyl)benzamide (6316-07-0) → 2-benzoylamino-3,3-dichloroacrylonitrile (49837-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / benzene / 4 h / Reflux

2: water; 1,4-dioxane / 2 h / -8 - 25 °C

With thionyl chloride; In 1,4-dioxane; water; benzene;

DOI:10.1134/S1070363221030026

upstream raw materials:

hydrogen cyanide

N-(1,2,2,2-tetrachloroethyl)benzamide

N-(2,2,2-trichloro-1-hydroxyethyl)benzamide

benzamide

Downstream raw materials:

5-piperidino-2-phenyl-1,3-oxazole-4-carbonitrile

N-(2,2,2-trimethoxyethyl-1-cyano)-4-methylbenzamide

5-(4-methyl-anilino)-2-phenyl-oxazole-4-carbonitrile

3-benzoylamino-3,3-bis(p-chlorophenylthio)acrylonitrile