4-(BENZO[D]THIAZOL-2-YL)-2-BROMOANILINE

Base Information

• Chemical Name: 4-(BENZO[D]THIAZOL-2-YL)-2-BROMOANILINE
• CAS No.: 178804-06-3
• Molecular Formula: C13H9 Br N2 S
• Molecular Weight: 305.198
• Mol file: 178804-06-3.mol

Synonyms:NSC 682301

Chemical Property of 4-(BENZO[D]THIAZOL-2-YL)-2-BROMOANILINE

Chemical Property:

• PSA: 67.15000
• LogP: 4.88920

Purity/Quality:

97% ^*data from raw suppliers

4-(2-BENZOTHIAZOLYL)-2-BROMO-BENZENAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(BENZO[D]THIAZOL-2-YL)-2-BROMOANILINE

There total 9 articles about 4-(BENZO[D]THIAZOL-2-YL)-2-BROMOANILINE 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: 91.0%

2-(4-aminophenyl)benzothiazole (6278-73-5) → 2-(4-amino-3-bromophenyl)benzothiazole (178804-06-3)

Guidance literature:

With sodium perborate; acetic acid; potassium bromide; at 20 ℃; for 22h;

DOI:10.1016/j.bmc.2004.02.006

Reference yield: 81.0%

4-amino-3-bromo-benzoic acid (6311-37-1) + 2-amino-benzenethiol (137-07-5) → 2-(4-amino-3-bromophenyl)benzothiazole (178804-06-3)

Guidance literature:

With melamine formaldehyde resin supported sulfuric acid; Microwave irradiation;

DOI:10.1134/S1070363215030251

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 2-(4-amino-3-bromophenyl)benzothiazole (178804-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphoric acid / 220 °C

2: Br₂ / CH₂Cl₂ / -5 °C

With PPA; bromine; In dichloromethane;

DOI:10.1021/jm981076x

upstream raw materials:

2-(4-aminophenyl)benzothiazole

4-amino-benzoic acid

2-amino-benzenethiol

4-nitrobenzanilide

Downstream raw materials:

4β-[4-(1,3-benzothiazole-2-yl)-2-bromoanilino]-4-desoxypodophyllotoxin

4'-O-demethyl-4β-[4-(1,3-benzothiazole-2-yl)-2-bromoanilino]-4-desoxypodophyllotoxin

Refernces

• 1、 Kamal, Ahmed,Kumar, B. Ashwini,Suresh, Paidakula,Shankaraiah, Nagula,Kumar, M. Shiva. "An efficient one-pot synthesis of benzothiazolo-4β-anilino- podophyllotoxin congeners: DNA topoisomerase-II inhibition and anticancer activity". scheme or table. p. 350 - 353. Retrieved 2011/02/27.
• 2、 -. "2-arylbenzazole compounds". . . Retrieved 2008/06/13.