تفاعل #1526025

معادلة التفاعل

sulfuric acid

hydroxymethyl-(β-chloroethyl)-sulfone

2-chloro-5-bromo-3-aminobenzoic acid

→

2-chloro-5-bromo-[(β-chloroethyl)-sulfonylmethylamino]-benzoic acid

المردود 77.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added at 60° C
2. 2
   درجة الحرارةwas then cooled to 10° C
3. 3
   أخرىthe product which had precipitated
4. 4
   ترشيحwas filtered off
5. 5
   غسيلIt was rinsed with water
6. 6
   أخرىdried in air

الإجراء التجريبي

1 ml of concentrated sulfuric acid, followed by 9.6 g (60 mmoles) of hydroxymethyl-(β-chloroethyl)-sulfone were added at 60° C, whilst stirring, to a filtered solution of 12.6 g (50 moles) of 2-chloro-5-bromo-3-aminobenzoic acid in 150 ml of hot acetonitrile. The mixture was stirred for a further 2.5 hours at 50° C and was then cooled to 10° C, and the product which had precipitated was filtered off. It was rinsed with water and dried in air. 15 g (77% of theory) of 2-chloro-5-bromo-[(β-chloroethyl)-sulfonylmethylamino]-benzoic acid were obtained in the form of a yellow powder of melting point 164° C (with decomposition).

المصدر