6-Amino-2-chlorobenzothiazole

Base Information

• Chemical Name: 6-Amino-2-chlorobenzothiazole
• CAS No.: 2406-90-8
• Molecular Formula: C7H5ClN2S
• Molecular Weight: 184.649
• Hs Code.: 29342000
• European Community (EC) Number: 831-879-6
• DSSTox Substance ID: DTXSID50448377
• Nikkaji Number: J661.382I
• Wikidata: Q72517271
• ChEMBL ID: CHEMBL1213180
• Mol file: 2406-90-8.mol

Synonyms:2406-90-8;6-AMINO-2-CHLOROBENZOTHIAZOLE;2-chlorobenzo[d]thiazol-6-amine;2-chloro-1,3-benzothiazol-6-amine;2-Chloro-benzothiazol-6-ylamine;2-Chlorobenzothiazo-6-amine;6-Benzothiazolamine, 2-chloro-;2-chloro-6-aminobenzothiazole;MFCD08276901;2-Chlorobenzothiazo-6yl-amine;2-chlorobenzothiazol-6-amine;SCHEMBL617735;CHEMBL1213180;AMY5239;DTXSID50448377;YPTWPDOGEAHMOR-UHFFFAOYSA-N;BBL102528;STL556331;AKOS006243258;AS-5700;CS-W005798;SY056889;FT-0649727;EN300-194268;A857213;J-509012;Z57160346

Chemical Property of 6-Amino-2-chlorobenzothiazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 155-157 °C
• Refractive Index: 1.763
• Boiling Point: 337.292 °C at 760 mmHg
• PKA: 2.09±0.10(Predicted)
• Flash Point: 157.789 °C
• PSA: 67.15000
• Density: 1.533 g/cm³
• LogP: 3.11310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.9861970
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Amino-2-chlorobenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)SC(=N2)Cl

Technology Process of 6-Amino-2-chlorobenzothiazole

There total 6 articles about 6-Amino-2-chlorobenzothiazole 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: 83.0%

2-chloro-6-nitrobenzothiazole (2407-11-6) → 2-chlorobenzothiazol-6-ylamine (2406-90-8)

Guidance literature:

2-chloro-6-nitrobenzothiazole; With iron; In ethanol; acetic acid; for 1.5h; Heating / reflux;

With sodium hydroxide; In ethanol; water; acetic acid; pH=7.5;

Reference yield: 33.0%

6-azido-2-chloro-benzothiazole (58263-00-6) → 2-chlorobenzothiazol-6-ylamine (2406-90-8)

Guidance literature:

With potassium methanolate; In 1,4-dioxane; methanol; Product distribution; Irradiation;

DOI:10.1039/P19800002362

Reference yield:

2-chlorobenzo[d][1,3]thiazole (615-20-3) → 2-chlorobenzothiazol-6-ylamine (2406-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; sulfuric acid

2: hydrogen / Pd/C

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal;

DOI:10.1128/AAC.46.8.2588-2594.2002

upstream raw materials:

2-chloro-6-nitrobenzothiazole

carbon disulfide

1,4-phenylenediamine

6-azido-2-chloro-benzothiazole

Downstream raw materials:

N-(2-cyanobenzo[d]thiazol-6-yl)acetamide

2-(6-aminobenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

4'-fluoro-biphenyl-4-carboxylic acid (2-chloro-benzothiazol-6-yl)-amide

2-morpholinobenzo[d]thiazol-6-amine

Refernces

• 1、 Kovács, Anita K.,Hegyes, Péter,Szebeni, Gábor J.,Bogár, Krisztián,Puskás, László G.,Tóth, Gábor K.. "Synthesis of N-Peptide-6-Amino-d-Luciferin Conjugates with Optimized Fragment Condensation Strategy". . p. 1209 - 1215. Retrieved 2019.
• 2、 Reddy, Gadarla Randheer,Thompson, Walter C.,Miller, Stephen C.. "Robust light emission from cyclic alkylaminoluciferin substrates for firefly luciferase". supporting information; experimental part. p. 13586 - 13587. Retrieved 2010/11/24.