2-(Benzoylamino)-3,3-dichloroacrylic acid

Base Information

• Chemical Name: 2-(Benzoylamino)-3,3-dichloroacrylic acid
• CAS No.: 54902-23-7
• Molecular Formula: C10H7Cl2NO3
• Molecular Weight: 260.076
• Hs Code.: 2924299090
• European Community (EC) Number: 688-642-3
• ChEMBL ID: CHEMBL1577867
• Mol file: 54902-23-7.mol

Synonyms:2-(benzoylamino)-3,3-dichloroacrylic acid;54902-23-7;MLS000573659;CHEMBRDG-BB 5142697;SMR000184507;3,3-dichloro-2-(phenylformamido)prop-2-enoic acid;2-benzamido-3,3-dichloroprop-2-enoic acid;cid_724058;SCHEMBL5041032;CHEMBL1577867;BDBM51972;HMS2374H05;STL216764;AKOS002347300;2-benzamido-3,3-dichloro-acrylic acid;2-benzamido-3,3-dichloro-2-propenoic acid;3,3-dichloro-2-(benzoylamino)acrylic acid;2-benzamido-3,3-bis(chloranyl)prop-2-enoic acid;SR-01000196797;SR-01000196797-1;3,3-dichloro-2-[(phenylcarbonyl)amino]prop-2-enoic acid

Chemical Property of 2-(Benzoylamino)-3,3-dichloroacrylic acid

Chemical Property:

• Vapor Pressure: 5.29E-08mmHg at 25°C
• Boiling Point: 425.6oC at 760 mmHg
• Flash Point: 211.2oC
• PSA: 66.40000
• Density: 1.499g/cm3
• LogP: 2.53860
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 258.9802985
• Heavy Atom Count: 16
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

2-BENZOYLAMINO-3,3-DICHLORO-ACRYLIC ACID Aldrich ^*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(=O)O

Technology Process of 2-(Benzoylamino)-3,3-dichloroacrylic acid

There total 5 articles about 2-(Benzoylamino)-3,3-dichloroacrylic acid 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: 74.0%

2-benzoylamino-3,3-dichloroacrylonitrile (49837-70-9) → 3,3-dichloro-2-(benzoylamino)acrylic acid (54902-23-7)

Guidance literature:

With hydrogenchloride; water; for 0.25h; Reflux;

DOI:10.1134/S1070363221030026

Reference yield:

benzamide (55-21-0,27208-38-4) → 3,3-dichloro-2-(benzoylamino)acrylic acid (54902-23-7)

Guidance literature:

Multi-step reaction with 4 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

4: hydrogenchloride; water / 0.25 h / Reflux

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

DOI:10.1134/S1070363221030026

Reference yield:

N-(2,2,2-trichloro-1-hydroxyethyl)benzamide (6316-07-0) → 3,3-dichloro-2-(benzoylamino)acrylic acid (54902-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / benzene / 4 h / Reflux

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

3: hydrogenchloride; water / 0.25 h / Reflux

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

DOI:10.1134/S1070363221030026

upstream raw materials:

2-benzoylamino-3,3-dichloroacrylonitrile

benzamide

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

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

Downstream raw materials:

4-methoxy-2-phenyl-1,3-oxazole

5-oxo-2-phenyl-N-p-tolyl-4,5-dihydro-oxazole-4-carboximidic acid 4-methyl-anilide

5-oxo-2,N-diphenyl-4,5-dihydro-oxazole-4-carboximidic acid anilide

2-phenyl-4-(dichloromethylidene)-1,3-oxazol-5(4H)-one

Refernces