4-Bromobenzo[b]thiophene Chemical Properties

Boiling point:

144 °C(Press: 20 Torr)

Density 

1.649±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

solid

color 

White to off-white

InChI

InChI=1S/C8H5BrS/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5H

InChIKey

QPBSEYFVZDMBFW-UHFFFAOYSA-N

SMILES

C12=CC=CC(Br)=C1C=CS2

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2934999090

4-Bromobenzo[b]thiophene Usage And Synthesis

Synthesis

The traditional synthesis method is to take 2-bromo-6-fluorobenzaldehyde as a raw material, cyclize the raw material with mercaptoacetic acid in a DMF solvent to obtain 4-chlorobenzo [b] thiophene-2-carboxylic acid, and then decarboxylate the product at a high temperature in a quinoline/copper powder system to obtain the 4-chlorobenzo [b] thiophene. 

Uses

4-Bromobenzo[b]thiophene is an important intermediate in the drug ipiprazole for the treatment of schizophrenia.

References

[1] Patent: US2017/158680, 2017, A1. Location in patent: Paragraph 0361; 0368; 0369
[2] Tetrahedron Letters, 2004, vol. 45, # 52, p. 9645 - 9647
[3] Organic Process Research and Development, 2012, vol. 16, # 8, p. 1449 - 1454
[4] Patent: WO2007/92751, 2007, A2. Location in patent: Page/Page column 20-21
[5] Patent: EP1724277, 2006, A1. Location in patent: Page/Page column 28-29

4-Bromobenzo[b]thiophene(5118-13-8)Related Product Information

• 4-BROMO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
• Thianaphthene
• Brexpiprazole-d8
• 4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butan-1-ol
• 4-BROMO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
• Brexpiprazole Impurity 20
• Brexpiprazole Impurity 36
• Brexpiprazole Impurity 5 HCl
• Brexpiprazole Impurity 2
• 7-(4-chlorobutoxy)-1-{4-[(2-oxo-1,2-dihydroquinolin-7-yl)oxy]butyl}-1,2-dihydroquinolin-2-one
• Brexpiprazole Impurity 7
• Brexpiprazole Impurity 18
• Brexpiprazole Impurity 24
• Brexpiprazole Impurity 22
• (E)-N-(3-METHOXY-PHENYL)-3-PHENYL-ACRYLAMIDE
• Brexpiprazole Impurity 21
• 8-(benzo[b]thiophen-4-yl)-5,8-diazaspiro[4.5]decan-5-ium chloride
• 5-HYDROXY-2(1H)-QUINOLINONE