2-Amino-4-chloro-5-sulphamoylbenzamide

Base Information

• Chemical Name: 2-Amino-4-chloro-5-sulphamoylbenzamide
• CAS No.: 34121-17-0
• Molecular Formula: C7H8 Cl N3 O3 S
• Molecular Weight: 249.678
• Hs Code.: 2935009090
• European Community (EC) Number: 251-832-8
• DSSTox Substance ID: DTXSID30187712
• Nikkaji Number: J287.860G
• Wikidata: Q83059424
• Mol file: 34121-17-0.mol

Synonyms:34121-17-0;2-amino-4-chloro-5-sulfamoylbenzamide;2-Amino-4-chloro-5-sulphamoylbenzamide;2-Amino-5-(aminosulfonyl)-4-chlorobenzamide;EINECS 251-832-8;SCHEMBL10575436;C7-H8-Cl-N3-O3-S;DTXSID30187712;AKOS022664225

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

Chemical Property:

• Vapor Pressure: 2.73E-08mmHg at 25°C
• Melting Point: 277-278 °C (decomp)
• Boiling Point: 450°Cat760mmHg
• PKA: 9.40±0.60(Predicted)
• Flash Point: 226°C
• PSA: 138.64000
• Density: 1.65g/cm³
• LogP: 2.91500
• Solubility.: Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 248.9974900
• Heavy Atom Count: 15
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-(aminosulfonyl)-4-chlorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1S(=O)(=O)N)Cl)N)C(=O)N
• Uses: 2-Amino-5-(aminosulfonyl)-4-chlorobenzamide is an intermediate in the synthesis of Quinethazone (Q670400), a thiazide diuretic used to treat hypertension.

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

There total 6 articles about 2-Amino-4-chloro-5-sulphamoylbenzamide 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-acetylamino-4-chloro-5-sulfamoyl-benzoic acid (17560-54-2) + 4-chloro-5-sulfamoylanthranilic acid (3086-91-7) → 2-Amino-4-chloro-5-sulfamoylbenzamide (34121-17-0)

Guidance literature:

With sodium hydroxide; sulfuric acid; ammonia; In methanol;

Reference yield:

chloroformic acid ethyl ester (541-41-3) + 4-chloro-5-sulfamoylanthranilic acid (3086-91-7) → 2-Amino-4-chloro-5-sulfamoylbenzamide (34121-17-0) + 4-chloro-5-sulfamoyl-2-ureido-benzoic acid (21501-33-7)

Guidance literature:

With tributyl-amine; N,N-dimethyl-formamide; anschliessend Behandeln mit NH₃;

DOI:10.1021/ja01496a020

Reference yield:

7-chloro-2,4-dioxo-1,4-dihydro-2H-benzo[d][1,3]oxazine-6-sulfonic acid amide (23380-53-2) → 2-Amino-4-chloro-5-sulfamoylbenzamide (34121-17-0) + 4-chloro-5-sulfamoyl-2-ureido-benzoic acid (21501-33-7)

Guidance literature:

With ammonium hydroxide;

upstream raw materials:

7-chloro-2,4-dioxo-1,4-dihydro-2H-benzo[d][1,3]oxazine-6-sulfonic acid amide

chloroformic acid ethyl ester

4-chloro-5-sulfamoylanthranilic acid

2-acetylamino-4-chloro-5-sulfamoyl-benzoic acid