Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI)

Base Information

• Chemical Name: Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI)
• CAS No.: 141399-96-4
• Molecular Formula: C9H5 Cl O2 S
• Molecular Weight: 212.656
• Mol file: 141399-96-4.mol

Synonyms:Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI)

Chemical Property of Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI)

Chemical Property:

• PSA: 59.44000
• LogP: 2.35400

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI)

There total 3 articles about Benzo[b]thiophene-7-carbonyl chloride, 2,3-dihydro-3-oxo- (9CI) 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: 84.0%

(o-carboxyphenyl)thioacetic acid (135-13-7) → 2,3-dihydro-3-oxobenzothiophene-7-carbonyl chloride (141399-96-4)

Guidance literature:

(o-carboxyphenyl)thioacetic acid; With thionyl chloride; for 2h; Reflux;

With aluminum (III) chloride; at 0 - 20 ℃; for 14.33h; Inert atmosphere;

Reference yield:

2-Chlorocarbonylmethylsulfanyl-benzoyl chloride → 2,3-dihydro-3-oxobenzothiophene-7-carbonyl chloride (141399-96-4)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; for 1h; Yield given; Ambient temperature;

DOI:10.1246/bcsj.65.649

Reference yield:

2,2'-dithiobenzoic acid (119-80-2) → 2,3-dihydro-3-oxobenzothiophene-7-carbonyl chloride (141399-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate; sodium dithionite / water / 0.5 h / Reflux

1.2: 1 h / Reflux

2.1: thionyl chloride / 2 h / Reflux

2.2: 14.33 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; sodium dithionite; sodium carbonate; In water;

upstream raw materials:

(o-carboxyphenyl)thioacetic acid

2,2'-dithiobenzoic acid

Downstream raw materials:

3-oxo-2-[1'-phenyl-meth-(Z)-ylidene]-2,3-dihydro-benzo[b]thiophene-7-carboxylic acid

(S)-6-Benzyloxycarbonylamino-2-({2-[1-[4-(tert-butoxycarbonylamino-methyl)-phenyl]-meth-(Z)-ylidene]-3-oxo-2,3-dihydro-benzo[b]thiophene-7-carbonyl}-amino)-hexanoic acid methyl ester

Refernces

• 1、 -. "SUBSTITUTED DIHYDROINDENE-4-CARBOXAMIDES AND ANALOGS THEREOF, AND METHODS USING SAME". Page/Page column 232-233. . Retrieved 2018/10/19.
• 2、 Erdelyi, Mate,Varedian, Miranda,Skoeld, Christian,Niklasson, Ida B.,Nurbo, Johanna,Persson, Asa,Bergquist, Jonas,Gogoll, Adolf. "Chemistry and folding of photomodulable peptides - Stilbene and thioaurone-type candidates for conformational switches". experimental part. p. 4356 - 4373. Retrieved 2009/02/07.