1,3-Benzothiazole-2-sulfonamide

Base Information

• Chemical Name: 1,3-Benzothiazole-2-sulfonamide
• CAS No.: 433-17-0
• Molecular Formula: C7H6N2O2S2
• Molecular Weight: 214.269
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30195812
• Nikkaji Number: J105.296I
• Wikidata: Q27115950
• Pharos Ligand ID: R1HC1T6BU6ZA
• ChEMBL ID: CHEMBL168552
• Mol file: 433-17-0.mol

Synonyms:2-benzothiazolesulfonamide;2-BTS;6-hydrogen-2-benzothiazolesulfonamide

Chemical Property of 1,3-Benzothiazole-2-sulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.708
• Boiling Point: 430.9 °C at 760 mmHg
• Flash Point: 214.4 °C
• PSA: 109.67000
• Density: 1.584 g/cm³
• LogP: 2.72480
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 213.98706979
• Heavy Atom Count: 13
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

Benzo[d]thiazole-2-sulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)S(=O)(=O)N

Technology Process of 1,3-Benzothiazole-2-sulfonamide

There total 7 articles about 1,3-Benzothiazole-2-sulfonamide 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: 71.0%

S-(benzo[d]thiazol-2-yl)-N-cyclobutylidenethiohydroxylamine → benzothiazole-2-sulfonamide (433-17-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.joc.8b02707

Reference yield: 70.0%

(2E,4S)-4-methylamino-2,5-dimethylhex-2-enoic acid ethyl ester (184434-18-2) + (S)-2-(Benzothiazole-2-sulfonylamino)-3,3-dimethyl-butyryl chloride (377779-87-8) → benzothiazole-2-sulfonamide (433-17-0) + (2E,4S)-4-[(benzothiazol-2-yl)methylamino]-2,5-dimethylhex-2-enoic acid ethyl ester + (2E,4S,2'S)-4-{[2'-[(benzothiazole-2-sulfonyl)amino]-3',3'-dimethylbutyryl]methylamino}-2,5-dimethylhex-2-enoic acid ethyl ester (377779-88-9) + N-(benzothiazol-2-sulfonyl)-(S)-tert-leucine diketopiperazine

Guidance literature:

With sodium hydrogencarbonate; sodium carbonate; In dichloromethane; water; at 0 - 5 ℃; for 0.166667h;

DOI:10.1021/jo0104882

Reference yield: 47.0%

benzothiazole sulfenamide (2801-21-0) → benzothiazole-2-sulfonamide (433-17-0)

Guidance literature:

benzothiazole sulfenamide; With potassium permanganate; In water; acetone; for 2h;

With pyrographite; sodium hydroxide; In water; acetone; for 0.5h;

DOI:10.1002/ejoc.201601582

upstream raw materials:

2-thioxo-3H-1,3-benzothiazole

benzothiazole-2-sulfonyl chloride

benzothiazole sulfenamide

(2E,4S)-4-methylamino-2,5-dimethylhex-2-enoic acid ethyl ester

Downstream raw materials:

2-hydroxybenzothiazole

O-(benzothiazol-2-yl)-N-methylhydroxylamine

C₇H₁₀N₂*C₁₄H₁₀N₂O₄S₂

Refernces

• 1、 Petrova, Elina,Rasina, Dace,Jirgensons, Aigars. "N-Sulfonylcarboxamide as an Oxidizing Directing Group for Ruthenium-Catalyzed C–H Activation/Annulation". . p. 1773 - 1779. Retrieved 2017/04/13.
• 2、 Vedejs,Kongkittingam. "A total synthesis of (-)-hemiasterlin using N-Bts methodology". . p. 7355 - 7364. Retrieved 2007/10/03.