تفاعل #157534

ord-8afab8256c9942a0a99e4c0d1255f9c3

معادلة التفاعل

Nc1cc(Cl)ccc1S
2-amino-4-chlorobenzenethiol
C=CC(=O)N(C)C
N,N-dimethylacrylamide
CC(=O)O
HOAc
CN(C)C(=O)CCSc1ccc(Cl)cc1N
title compound
المردود 54.0%
CN(C)C(=O)CCSc1ccc(Cl)cc1N
3-[(2-amino-4-chlorophenyl)thio]-N,N-dimethylpropanamide
المردود 54.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was quenched with NaHCO3 (aq.)
  2. 2
    استخلاصextracted with CH2Cl2 (2×10 ml)
  3. 3
    غسيلThe organic layer was washed with water and brine
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىThe crude product was purified by chromatography on silica gel (50% ethyl acetate in hexane)

الإجراء التجريبي

A mixture of 2-amino-4-chlorobenzenethiol (327 mg, 2.05 mmol), N,N-dimethylacrylamide (203 mg, 2.05 mmol) and HOAc (0.5 ml) in CH2Cl2 (5 ml) was stirred at room temperature for 3 days. The reaction was quenched with NaHCO3 (aq.) and then extracted with CH2Cl2 (2×10 ml). The organic layer was washed with water and brine and concentrated in vacuo. The crude product was purified by chromatography on silica gel (50% ethyl acetate in hexane) to yield the title compound (284 mg, 54%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08822530B2uspto-grants-2014_09