4-Amino-6-chloro-1,3-benzenedisulfonamide

Base Information

• Chemical Name: 4-Amino-6-chloro-1,3-benzenedisulfonamide
• CAS No.: 121-30-2
• Deprecated CAS: 27907-29-5
• Molecular Formula: C6H8ClN3O4S2
• Molecular Weight: 285.732
• Hs Code.: 29350090
• European Community (EC) Number: 204-463-1
• NSC Number: 93772
• UNII: 3A52O8YREJ
• DSSTox Substance ID: DTXSID1059521
• Nikkaji Number: J40.701A
• Wikidata: Q27106146
• Pharos Ligand ID: 4353DK2RKYFA
• Metabolomics Workbench ID: 67822
• ChEMBL ID: CHEMBL266240
• Mol file: 121-30-2.mol

Synonyms:2-ACBDS;2-amino-4-chloro-m-benzenedisulfonamide;4-amino-6-chloro-1,3-benzenedisulfonamide

Chemical Property of 4-Amino-6-chloro-1,3-benzenedisulfonamide

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 4.98E-15mmHg at 25°C
• Melting Point: 254.5 ºC
• Refractive Index: 1.666
• Boiling Point: 614.4 ºC at 760 mmHg
• PKA: 9.24±0.60(Predicted)
• Flash Point: 325.4 ºC
• PSA: 163.10000
• Density: 1.768 g/cm³
• LogP: 3.36040
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 284.9644758
• Heavy Atom Count: 16
• Complexity: 451

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-6-chloro-1,3-benzenedisulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24-33-20/21
• Safety Statements: 28-36/37-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)S(=O)(=O)N)S(=O)(=O)N)N
• Uses: Diuretic. 4-Amino-6-chloro-1,3-benzenedisulfonamide was used in the synthesis of deuterated thiazides by undergoing condensation with appropriately labeled aldehydes.

Technology Process of 4-Amino-6-chloro-1,3-benzenedisulfonamide

There total 11 articles about 4-Amino-6-chloro-1,3-benzenedisulfonamide 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:

6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide (58-93-5,8049-49-8) → chloraminophenamide (121-30-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0)

Guidance literature:

In ethanol; at 90 ℃; for 528h; Equilibrium constant; Kinetics; Thermodynamic data; other temperature and time;

Reference yield:

4-amino-6-chloro-benzene-1,3-disulfonyl chloride (671-89-6) → chloraminophenamide (121-30-2)

Guidance literature:

With ammonia;

DOI:10.1021/jo01076a027 DOI:10.1021/ja01565a079

Reference yield:

3-chloro-aniline (108-42-9) → chloraminophenamide (121-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ClSO₃H

2: NH₃

With chlorosulfonic acid; ammonia;

upstream raw materials:

4-amino-6-chloro-benzene-1,3-disulfonyl chloride

d-ethiazide

l-ethiazide

methanol

Downstream raw materials:

4-benzoylamino-6-chloro-benzene-1,3-disulfonic acid diamide

6-chloro-1,1-dioxo-3-(2-oxo-propyl)-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

6-chloro-3-(2-chloro-phenyl)-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Buthizide

Refernces

• 1、 Okuda,Itoh,Yamazaki,Nakahama,Fukuhara,Orita. "Biopharmaceutical studies of thiazide diuretics. III. In vivo formation of 2-amino-4-chloro-m-benzenedisulfonamide as a metabolite of hydrochlorothiazide in a patient". . p. 3516 - 3518. Retrieved 1987.
• 2、 Hromatka,Hofinger. "". . p. 935. Retrieved 1961.
• 3、 Teraoka, Reiko,Matsushima, Yuki,Sugimoto, Isao,Inoue, Kana,Morita, Shin-Ya,Kitagawa, Shuji. "Effect of pharmaceutical excipients on the stability of trichlormethiazide tablets under humid conditions". . p. 1343 - 1347. Retrieved 2009.
• 4、 Mahajan, Anand Avinash,Thaker, Anil Keshavlal,Mohanraj, Krishnapriya. "LC, LC-MS/MS studies for the identification and characterization of degradation products of hydrochlorothiazide and establishment of mechanistic approach towards degradation". experimental part. p. 445 - 452. Retrieved 2012/05/20.