ChemicalBook CAS DataBase List 2-Chloro-4-nitrophenol

2-Chloro-4-nitrophenol synthesis

12synthesis methods

Product Name:2-Chloro-4-nitrophenol
CAS Number:619-08-9
Molecular formula:C6H4ClNO3
Molecular Weight:173.55

100-02-7 Synthesis

100-02-7
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$11.00/5G

619-08-9
314 suppliers
$5.00/1g

Yield:619-08-9 99.6%

Reaction Conditions:

with N-chloro-N-(benzenesulfonyl)benzenesulfonamide in acetonitrile at 20 - 25; for 0.5 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

95-57-8 Synthesis