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ChemicalBook CAS DataBase List 3-chloro-5-nitro-aniline

3-chloro-5-nitro-aniline synthesis

4synthesis methods
-

Yield: 84%

Reaction Conditions:

with diammonium sulfide in ethanol;water for 1 h;Heating / reflux;

Steps:

1 Example 1
Synthesis of 5-(R)-(4-bromobenzyl)-3-(3-chloro-5-nitrophenyl)-5-methylimidazoline-2,4-dione
The above product (0.50 g, 2.47 mmol) was refluxed 1 hr in 6 mL alcohol and 3 mL 20% ammonium sulfide in H2O. Water was added and the product was filtered, dried and flash chromatographed on silica gel eluting with 10% acetone-pet ether to obtain 3-chloro-5-nitroaniline (0.36 g, 84%) as an orange powder.

References:

Boehringer Ingelheim Pharmaceuticals, Inc. US6353013, 2002, B1 Location in patent:Page column 28