تفاعل #992750

ord-f672828366f74d88a7e38434c4f14002

معادلة التفاعل

Cl
hydrochloric acid
N#Cc1cc([N+](=O)[O-])cc(Cl)c1N
2-amino-3-chloro-5-nitro-benzonitrile
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
N#Cc1cc(N)cc(Cl)c1N
title compound
المردود 99.0%
N#Cc1cc(N)cc(Cl)c1N
2,5-Diamino-3-chloro-benzonitrile
المردود 99.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate (3×50 mL)
  2. 2
    تجفيفThe combined organic phases were dried over sodium sulfate
  3. 3
    تركيزconcentrated in vacuo

الإجراء التجريبي

Aqueous hydrochloric acid (12 M, 5.3 mL) was added slowly to a mixture of zinc dust (2.01 g) and 2-amino-3-chloro-5-nitro-benzonitrile (0.50 g) in tetrahydrofuran (40 mL). The reaction mixture was stirred for 2 hours, neutralized with saturated aqueous sodium carbonate (50 mL), and extracted with ethyl acetate (3×50 mL). The combined organic phases were dried over sodium sulfate and concentrated in vacuo to furnish 0.42 g (99% yield) of the title compound as a red solid. 1H NMR (500 MHz, DMSO-d6): 4.89 (s, 2H), 5.13 (s, 2H), 6.64 (d, 1H), 6.89 (d, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09