39244-06-9

Basic information

• Product Name: 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE
• Synonyms: 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE;3-Chlorothieno[2,3-b!thiophene-2-carbonyl chloride, 97+%;thieno[2,3-b]thiophene-2-carbonyl chloride
• CAS NO: 39244-06-9
• Molecular Formula: C₇H₂Cl₂OS₂
• Molecular Weight: 237.13
• Mol File: 39244-06-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 347.8 °C at 760 mmHg
• Flash Point: 164.1 °C
• Appearance: /
• Density: 1.683 g/cm³
• Vapor Pressure: 5.26E-05mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE(39244-06-9)
• EPA Substance Registry System: 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE(39244-06-9)

Safety Data

• Hazardous Substances Data: 39244-06-9(Hazardous Substances Data)

Usage

General Description

3-Chlorothieno[2,3-b]thiophene-2-carbonyl chloride is a chemical compound with the molecular formula C8H3Cl2O2S2. It is a chlorinated derivative of thiophene, a heterocyclic compound containing a sulfur atom. 3-CHLOROTHIENO[2,3-B]THIOPHENE-2-CARBONYL CHLORIDE is used as an intermediate in the production of pharmaceuticals and agrochemicals. It is also used in research and development as a building block for the synthesis of various organic compounds. It is a reactive compound that is handled and used with caution due to its potential health hazards and reactivity.

InChI:InChI=1/C7H2Cl2OS2/c8-4-3-1-2-11-7(3)12-5(4)6(9)10/h1-2H

Upstream product

• 1195-52-4 trans-3-(3-thienyl)acrylic acid 

Downstream Products

• 886180-47-8 N-(4'-cyanophenyl)-3-chlorothieno[3,2-b]thiophene carboxanilide 
• 119647-14-2 3-chloro-N-phenylthieno<2,3-b>thiophene-2-carboxamide 

Relevant articles and documents

Synthesis, photochemical synthesis and antitumor evaluation of novel derivatives of thieno[3',2':4,5]thieno[2,3-c]quinolones.

The novel derivatives of thieno[3',2':4,5]thieno[2,3-c]quinolones 6a, 6b, 7, 10a and 10b were synthesized in multistep synthesis starting from thiophene-3-carboxaldehyde and malonic acid reacting in aldol condensation or from 3-bromothiophenes or methyl 4-bromothiophene-2-carboxylate reacting in Heck reaction. They resulted in corresponding substituted thienylacrylic acids 3a-c, which were cyclized into thieno[2,3-c]thiophene-2-carbonyl chlorides 4a-c and converted into thieno[2,3-c]thiophene-2-carboxamides 5a-d. Prepared carboxamides were photochemically dehydrohalogenated into corresponding substituted thieno[3',2':4,5]thieno[2,3-c]quinolones 6a-d. Compound 7 was prepared from 6d by alkylation with N-[3-(dimethylamino)propyl]chloride hydrochloride in the presence of NaH. Compounds 10a and 10b were prepared from 6c in the multistep synthesis over acid 8 and acid chloride 9. Compounds 6a, 6b, 7, 10a and 10b were found to exert cytostatic activities against malignant cell lines: pancreatic carcinoma (MiaPaCa2), breast carcinoma (MCF7), cervical carcinoma (HeLa), laryngeal carcinoma (Hep2), colon carcinoma (CaCo-2), melanoma (HBL), and human fibroblast cell lines (WI-38). The compound 6b, which bears the 3-dimethylaminopropyl substituent on quinolone nitrogen and methoxycarbonyl substituent on position 9, exhibited marked antitumor activity. On the contrary, compound 7, which also bears the 3-dimethylaminopropyl substituent on the quinolone nitrogen but anilido substituent on position 9, exhibited less antitumor activity than the others.