Benzo[b]thiophene-4-acetic acid

Base Information

• Chemical Name: Benzo[b]thiophene-4-acetic acid
• CAS No.: 2635-75-8
• Molecular Formula: C10H8 O2 S
• Molecular Weight: 192.238
• European Community (EC) Number: 220-125-6
• NSC Number: 27409
• UNII: 5W5BST5F9V
• DSSTox Substance ID: DTXSID20180954
• Nikkaji Number: J124.104D
• Wikidata: Q83051564
• Mol file: 2635-75-8.mol

Synonyms:Benzo[b]thiophene-4-acetic acid;2635-75-8;2-(1-benzothiophen-4-yl)acetic acid;4-Thianaphtheneacetic acid;4-(Benzo(b)thienyl)acetic acid;5W5BST5F9V;EINECS 220-125-6;NSC-27409;Benzo(b)thiophene-4-acetic acid;UNII-5W5BST5F9V;4-thianaphthene-acetic acid;SCHEMBL632950;1-Benzothien-4-ylacetic acid #;DTXSID20180954;benzo[b]thiophen-4-yl-acetic acid;CAA63575;NSC27409;2-(1-benzothiophen-4-yl)aceticacid;2-(Benzo[b]thien-4-yl)acetic acid;NSC 27409;AKOS006274669;SB14689;FT-0709152;EN300-127409;Z1198151316

Chemical Property of Benzo[b]thiophene-4-acetic acid

Chemical Property:

• Vapor Pressure: 2.07E-06mmHg at 25°C
• Boiling Point: 378.7°Cat760mmHg
• Flash Point: 182.9°C
• Density: 1.368g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.02450067
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CSC2=C1)CC(=O)O

Technology Process of Benzo[b]thiophene-4-acetic acid

There total 3 articles about Benzo[b]thiophene-4-acetic acid 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:

4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4) + ethyl bromoacetate (105-36-2) → benzothiophene-4-acetic acid (2635-75-8)

Guidance literature:

With amalgamated zinc; iodine; benzene; Reagens 4: Aether; Erhitzen des nach der Hydrolyse und Destillation erhaltenen Ester-Gemisches mit Tetrachlor-<1,4>benzochinon in Xylol und Erhitzen des Reaktionsprodukts mit wss. Natronlauge;

DOI:10.1021/jo50017a009

Reference yield:

benzo[b]thiophen-4-yl-cyano-acetic acid tert-butyl ester (911472-14-5) → benzothiophene-4-acetic acid (2635-75-8)

Guidance literature:

benzo[b]thiophen-4-yl-cyano-acetic acid tert-butyl ester; With potassium hydroxide; water; In ethylene glycol; at 95 - 105 ℃; for 1h;

With hydrogenchloride; In water; ethylene glycol; pH=2;

Reference yield:

4-bromobenzo[b]thiophene (5118-13-8) → benzothiophene-4-acetic acid (2635-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.67 h / Reflux

1.2: 1.5 h / Reflux; Inert atmosphere

1.3: pH 1

2.1: potassium hydroxide; water / ethylene glycol / 2 h / 95 °C

With potassium tert-butylate; water; potassium hydroxide; In 1,2-dimethoxyethane; ethylene glycol;

upstream raw materials:

4-keto-4,5,6,7-tetrahydrothianaphthene

ethyl bromoacetate

benzo[b]thiophen-4-yl-cyano-acetic acid tert-butyl ester

4-bromobenzo[b]thiophene

Downstream raw materials:

(+/-)-trans-N,α-dimethyl-N-<2-(1-pyrrolidinyl)cyclohexyl>benzothiophene-4-acetamide

2-Benzo[b]thiophen-4-yl-N-[5-(2-fluoro-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-acetamide

1-methyl-2-<<<<(4-thianaphthenyl)methyl>carbonyl>amino>methyl>-5-(2'-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine

Refernces

• 1、 -. "PROCESS FOR PRODUCTION OF 1-(3-(2-(1-BENZOTHIOPHEN-5-YL)- ETHOXY)PROPYL)AZETIDIN-3-OL OR SALTS THEREOF". Page/Page column 34. . Retrieved 2008/06/13.