ChemicalBook CAS DataBase List 2-Chloro-6-methylbenzothiazole

2-Chloro-6-methylbenzothiazole synthesis

6synthesis methods

Product Name:2-Chloro-6-methylbenzothiazole
CAS Number:3507-26-4
Molecular formula:C8H6ClNS
Molecular Weight:183.66

2536-91-6 Synthesis

2536-91-6
252 suppliers
$10.00/1g

3507-26-4
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$22.00/250mg

Yield: 74%

Reaction Conditions:

with tert.-butylnitrite;copper dichloride in acetonitrile at 20;

Steps:

1.AA
t-Butyl nitrite (3.25 mL, 27.4 mmol) was added to a suspension of copper (II) chloride (2.95 g, 22.0 mmol) in CH₃CN (31 mL). 6-Methyl-2- aminobenzothazole (3.0 g, 18 mmol) was added portionwise over ~30 min., and the reaction mixture was stirred at rt overnight. The reaction mixture was poured into 20% aqueous HCl (100 mL) and was extracted with EtOAc (3 x). The combined extracts were dried over Na₂SO₄, filtered, and concentrated under reduced pressure. The material was purified by column chromatography (0 to10% EtOAc in Hexanes gradient), yielding 2.50 g (74%) of the title compound as a yellowish oil that solidified on standing. LC-MS: RT = 9.71 min., [M+H]⁺ = 184.0.

References:

CRITICAL THERAPEUTICS, INC. WO2007/146066, 2007, A2 Location in patent:Page/Page column 93

2268-79-3 Synthesis