ChemicalBook CAS DataBase List 2-Chlorothiophene

2-Chlorothiophene synthesis

11synthesis methods

Product Name:2-Chlorothiophene
CAS Number:96-43-5
Molecular formula:C4H3ClS
Molecular Weight:118.58

188290-36-0 Synthesis

188290-36-0
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96-43-5
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Yield:96-43-5 95.2%

Reaction Conditions:

with N-chloro-N-(benzenesulfonyl)benzenesulfonamide in acetonitrile at 20 - 25; for 0.666667 h;Green chemistry;

Steps:

General procedure for the monochlorination reaction
General procedure: To a solution of 4-nitroaniline, 1a (0.99 g, 7.2 mmol) in 7 mL specially dried MeCN was added N-chloro-N-(phenylsulfonyl)benzene sulfonamide (2.4 g, 7.2 mmol) in a 25 mL round bottom flask. The reaction mixture was stirred for 10-15 minutes at 20-25 °C (0 °C for 1-methyl-1H-imidazole, and N-methylindole), monitored by GC. After completion of the reaction, MeCN was distilled under vacuum at 40-45 °C. The residue was treated with 20 mL mixture of MDC and water, stirred the mixture for 10-15 minutes; MDC layer was separated and washed with 5 % sodium bicarbonate solution, after separation MDC layer was dried over sodium sulfate and evaporated under vacuum to obtain 2-chloro-4-nitroaniline, 2a, 1.22 g (98.5 % yield, 98.9 % purity) as a yellow powder.

References:

Chaturbhuj, Ganesh;Ganwir, Prerna;Misal, Balu;Palav, Amey [Tetrahedron Letters,2021,vol. 63,art. no. 152689] Location in patent:supporting information

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2873-18-9 Synthesis