ChemicalBook CAS DataBase List 2-(CHLOROMETHYL)-1,3-BENZOTHIAZOLE

2-(CHLOROMETHYL)-1,3-BENZOTHIAZOLE synthesis

13synthesis methods

Product Name:2-(CHLOROMETHYL)-1,3-BENZOTHIAZOLE
CAS Number:37859-43-1
Molecular formula:C8H6ClNS
Molecular Weight:183.66

79-04-9 Synthesis

79-04-9
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137-07-5
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37859-43-1
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$12.00/250mg

Yield: 86.8%

Reaction Conditions:

for 0.166667 h;Microwave irradiation;

Steps:

Synthesis of 2-Chloromethyl-benzothiazole (4) [27].
To a solution of 2-aminobenzenethiol (1 g,7.93 mmol) in acetic acid (15 mL), and 2-chloroacetyl chloride (1.35 g, 1.19 mmol) was added dropwise.The reaction mixture was irradiated in a microwave oven (Ethos start) for 10 min at a power of 500 W.After cooling, the mixture was poured onto crushed ice (100 mL) and basified with 5 mol/L NaOH.The solution was extracted with chloroform (3 50 mL). The combined organic layers were dried overMgSO4 and concentrated under vacuum. Purification of the residue by column chromatography onsilica gel (petroleum ether/acetone, 10:1 v:v) gave compound 4 as a yellow solid (1.90 g, 86.8%) [27].m.p., 89-90 °C; MS (+ESI) m/z 184.02 [M + H]+.

References:

Luo, Bo;Li, Ding;Zhang, An-Ling;Gao, Jin-Ming [Molecules,2018,vol. 23,# 10,art. no. 2457]