4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole

Base Information

• Chemical Name: 4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole
• CAS No.: 54679-16-2
• Molecular Formula: C8H6 Cl N S2
• Molecular Weight: 215.727
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80353041
• Nikkaji Number: J2.310.031B
• Wikidata: Q82130492
• Mol file: 54679-16-2.mol

Synonyms:54679-16-2;4-(CHLOROMETHYL)-2-(2-THIENYL)-1,3-THIAZOLE;4-(chloromethyl)-2-(thiophen-2-yl)thiazole;thiazole, 4-(chloromethyl)-2-(2-thienyl)-;4-(chloromethyl)-2-thiophen-2-yl-1,3-thiazole;4-(chloromethyl)-2-(thiophen-2-yl)-1,3-thiazole;4-(chloromethyl)-2-thien-2-yl-1,3-thiazole;SCHEMBL1486860;DTXSID80353041;CGJJBHKYGNSTDK-UHFFFAOYSA-N;MFCD01571296;STL301986;4-chloromethyl-2-(2-thienyl)thiazole;AKOS001081378;MS-22119;FT-0616720;EN300-11433;J-513683;Z57046961;4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole, AldrichCPR

Chemical Property of 4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole

Chemical Property:

• Vapor Pressure: 4.15E-05mmHg at 25°C
• Melting Point: 52 °C
• Boiling Point: 362°C at 760 mmHg
• Flash Point: 172.7°C
• PSA: 69.37000
• Density: 1.395g/cm³
• LogP: 3.61040
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.9630192
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=NC(=CS2)CCl

Technology Process of 4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole

There total 4 articles about 4-(Chloromethyl)-2-(2-thienyl)-1,3-thiazole 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: 65.0%

5-chloromethyl-2-(thien-2-yl)-benzoxazole (202594-98-7) + (2-thiophen-2-ylthiazole-4-yl)methanol (54986-94-6) → 4-(chloromethyl)-2-(thiophen-2-yl)-1,3-thiazole (54679-16-2)

Guidance literature:

With thionyl chloride;

Reference yield:

4-chloromethyl-2-thiophen-2-yl-4,5-dihydro-thiazol-4-ol (54679-61-7) → 4-(chloromethyl)-2-(thiophen-2-yl)-1,3-thiazole (54679-16-2)

Guidance literature:

With acetic acid; for 2h; Heating;

Reference yield:

thiophene-2-carbothioamide (20300-02-1) → 4-(chloromethyl)-2-(thiophen-2-yl)-1,3-thiazole (54679-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / dioxane / 48 h / Ambient temperature

2: SOCl₂ / 0.5 h / 65 - 70 °C

With thionyl chloride; sodium hydrogencarbonate; In 1,4-dioxane;

DOI:10.1002/jhet.5570230253

upstream raw materials:

thiophene-2-carbothioamide

1,3-Dichloroacetone

4-chloromethyl-2-thiophen-2-yl-4,5-dihydro-thiazol-4-ol

5-chloromethyl-2-(thien-2-yl)-benzoxazole

Refernces

• 1、 Marzoni. "A modified synthesis of 4-chloromethylthiazoles". . p. 577 - 580. Retrieved 2007/10/02.