4'-CHLOROBENZANILIDE, 98% synthesis

15synthesis methods

Product Name:4'-CHLOROBENZANILIDE, 98%
CAS Number:2866-82-2
Molecular formula:C13H10ClNO
Molecular Weight:231.68

93-98-1
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2866-82-2
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$28.60/50mg

Yield:2866-82-2 99%

Reaction Conditions:

with N-chloro-N-(benzenesulfonyl)benzenesulfonamide in acetonitrile at 20 - 25; for 0.416667 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:

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

106-47-8 Synthesis