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2-Chloro-4-ethyl-6-nitro-phenylamine synthesis

2synthesis methods
3663-35-2 Synthesis
4-ethyl-2-nitro-aniline

3663-35-2
31 suppliers
$106.00/50MG

2-Chloro-4-ethyl-6-nitro-phenylamine

123158-72-5
3 suppliers
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Yield:-

Reaction Conditions:

with N-chloro-succinimide in hexane;chloroform;N,N-dimethyl-formamide;

Steps:

27.a 7-Chloro-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

a) To a stirred solution of 4-ethyl-2-nitroaniline (26.3 g, Example 13a) in DMF (100 ml) at -25° C. was added N-chlorosuccinimide (25.4 g) in portions. The mixture was stirred for 1 h at 0° C. and 30 minutes at ambient temperature before evaporation of the solvent under vacuum. Addition of CHCl3 /hexane (1:1) to the residue followed by filtration removed crystalline succinimide. 6-Chloro-4-ethyl-2-nitroaniline (4.6 g) was isolated from the filtrate after chromatography on silica. δ (360 MHz, CDCl3) 1.22 (3H, t, CH3), 2.56 (2H, q, CH2), 6.38 (2H. s, NH2), 7.4 (1H, d, 5-H) and 7.90 (1H, s, 3-H).

References:

US5270309,1993,A