4-Amino-5-chloro-2-methoxybenzamide

Base Information

• Chemical Name: 4-Amino-5-chloro-2-methoxybenzamide
• CAS No.: 24190-74-7
• Molecular Formula: C8H9ClN2O2
• Molecular Weight: 200.625
• European Community (EC) Number: 822-607-7
• Mol file: 24190-74-7.mol

Synonyms:4-Amino-5-chloro-2-methoxybenzamide;24190-74-7;SCHEMBL725809;BRXXTVNYHGGBKP-UHFFFAOYSA-N;2-methoxy-4-amino-5-chloro benzamide;EN300-1716090

Chemical Property of 4-Amino-5-chloro-2-methoxybenzamide

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.0352552
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)N)Cl)N

Technology Process of 4-Amino-5-chloro-2-methoxybenzamide

There total 7 articles about 4-Amino-5-chloro-2-methoxybenzamide 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: 92.0%

methyl 4-amino-5-chloro-2-methoxybenzoate (20896-27-9) → 4-amino-5-chloro-2-methoxybenzamide (24190-74-7)

Guidance literature:

With sodium methylate; formamide; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield: 91.0%

1H-1,2,3-benzotriazol-1-yl 4-amino-5-chloro-2-methoxybenzoate (171351-19-2) → 4-amino-5-chloro-2-methoxybenzamide (24190-74-7)

Guidance literature:

With ammonium hydroxide; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.47.120

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + N-(cyanomethyl)-2-methoxy 4-amino 5-chlorobenzamide (107429-84-5) + 2-methoxy-ethanol (109-86-4,95507-80-5) + N-benzylethylenediamine (4152-09-4) → 4-amino-5-chloro-2-methoxybenzamide (24190-74-7)

Guidance literature:

With ammonia; In water;

upstream raw materials:

methyl 4-amino-5-chloro-2-methoxybenzoate

1H-1,2,3-benzotriazol-1-yl 4-amino-5-chloro-2-methoxybenzoate

carbon disulfide

N-(cyanomethyl)-2-methoxy 4-amino 5-chlorobenzamide

Downstream raw materials:

4-iodo-5-chloro-2-methoxybenzonitrile

4-(2-chloro-4-cyano-5-methoxy-phenyl)-2-methanesulfonyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

4-(2-chloro-4-cyano-5-methoxy-phenyl)-2-methylsulfanyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

2-chloro-5-methoxy-4-<5-(2-piperidylmethyl)-1,2,4-oxadiazol-3-yl>aniline

Refernces

• 1、 Jagdmann, G. Erik,Munson, H. Randall,Gero, Thomas W.. "A MILD EFFICIENT PROCEDURE FOR THE CONVERSION OF CARBOXYLIC ACID ESTERS TO PRIMARY AMIDES USING FORMAMIDE/METHANOLIC SODIUM METHOXIDE". . p. 1203 - 1208. Retrieved 2007/10/02.