5-Bromo-3-methylbenzo[b]thiophene

Base Information

• Chemical Name: 5-Bromo-3-methylbenzo[b]thiophene
• CAS No.: 1196-09-4
• Molecular Formula: C9H7BrS
• Molecular Weight: 227.125
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40556990
• Wikidata: Q72446815
• Mol file: 1196-09-4.mol

Synonyms:5-Bromo-3-methylbenzo[b]thiophene;1196-09-4;5-bromo-3-methyl-1-benzothiophene;5-Bromo-3-methyl-benzo[b]thiophene;5-bromo-3-methylbenzothiophene;5-bromo-3-methylbenzo[b]-thiophene;SCHEMBL788066;DTXSID40556990;5-bromo-3-methyl benzo thiophene;YSYLNZAFOPVZLP-UHFFFAOYSA-N;BAA19609;5-bromo-3-methyl benzo[b]thiophene;MFCD05664866;SC2131;AKOS015842595;Benzo[b]thiophene, 5-bromo-3-methyl-;TS-00572;CS-0172188;5-bromo-3-methylbenzo[b]thiophene, AldrichCPR;EN300-100307;W-205049;Z1269161739

Chemical Property of 5-Bromo-3-methylbenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 40-41℃
• Refractive Index: 1.68
• Boiling Point: 302.321 °C at 760 mmHg
• Flash Point: 136.639 °C
• PSA: 28.24000
• Density: 1.561 g/cm³
• LogP: 3.97220
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 225.94518
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

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

5-Bromo-3-methylbenzo[b]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CSC2=C1C=C(C=C2)Br

Technology Process of 5-Bromo-3-methylbenzo[b]thiophene

There total 4 articles about 5-Bromo-3-methylbenzo[b]thiophene 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: 100.0%

1-(4-bromophenylthio)propan-2-one (1200-12-0) → 5-bromo-3-methylbenzo[b]thiophene (1196-09-4)

Guidance literature:

With amberlyst-15 resin; In chlorobenzene; for 3h; Heating / reflux;

Reference yield:

para-bromobenzenethiol (106-53-6) → 5-bromo-3-methylbenzo[b]thiophene (1196-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Pyridine / diethyl ether / 1 h / Ambient temperature

2: 92 percent / Polyphosphoric acid on Celite / toluene / 24 h / Heating

With pyridine; Polyphosphoric acid on Celite; In diethyl ether; toluene;

DOI:10.1002/jhet.5570210430

Reference yield:

para-bromobenzenethiol (106-53-6) → 5-bromo-3-methylbenzo[b]thiophene (1196-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / pyridine / diethyl ether / 3 h

2: 71 percent / phosphorus pentoxide; polyphosphoric acid / 3 h / 180 °C

With pyridine; phosphorus pentaoxide; PPA; In diethyl ether;

DOI:10.1211/146080800128735647

upstream raw materials:

1-(4-bromophenylthio)propan-2-one

para-bromobenzenethiol

Downstream raw materials:

3-methyl-benzo[b]thiophene-5-carbonitrile

5-bromo-3-bromomethylbenzothiophene

ethyl 3-{[(5-bromo-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

3-{[(3-methyl-5-morpholin-4-yl-1-benzothiophen-2-yl)sulfonyl]amino}benzoic acid

Refernces

• 1、 Leclerc,Beaurain,Depreux,Bennejean,Delagrange,Boutin,Lesieur. "5-Halobenzothiophene analogues of melatonin: Synthesis and affinity for mt1 and MT2 receptors in man". . p. 61 - 65. Retrieved 2000.
• 2、 -. "17α-HYDROXYLASE/C17,20-LYASE INHIBITORS". Page/Page column 56-57. . Retrieved 2012/11/13.
• 3、 Mésangeau, Christophe,Fraise, Mika?l,Delagrange, Philippe,Caignard, Daniel Henri,Boutin, Jean Albert,Berthelot, Pascal,Yous, Sa?d. "Preparation and pharmacological evaluation of a novel series of 2-(phenylthio)benzo[b]thiophenes as selective MT2 receptor ligands". scheme or table. p. 1835 - 1840. Retrieved 2011/05/06.