Réaction #345941

Équation de réaction

water

bromine

o-nitroaniline

sodium thiocyanate

→

2-nitro-4-thiocyanato-aniline

Rendement 91.8%

Solvants

acetic acid

acetic acid

Conditions de réaction

Traitement

1. 1
   workup.WAITThe stirring was continued for a further hour at 11°-12° C.
2. 2
   FiltrationThe yellow solid was filtered off
3. 3
   Lavagewashed with water
4. 4
   workup.DISSOLUTIONdissolved in acetone (1 liter)
5. 5
   FiltrationThe solution was filtered
6. 6
   Autrethe filtrate was evaporated

Mode opératoire

A stirred mixture of o-nitroaniline (82.5 g.), dry sodium thiocyanate (180 g.) and acetic acid (1 liter) was treated at 11°-12° C. with a solution of bromine (96.5 g.) in acetic acid (100 ml.). The stirring was continued for a further hour at 11°-12° C. and the mixture was then allowed to warm to 15° C. and poured into water (3.5 liters). The yellow solid was filtered off, washed with water, and dissolved in acetone (1 liter). The solution was filtered and the filtrate was evaporated to give 2-nitro-4-thiocyanato-aniline (107 g.), m.p. 110°-112° C.

Source