تفاعل #746922

ord-d7c56e3928c54cdc8a2e2742bdd4dd11

معادلة التفاعل

CC(=O)Nc1cc(N)ccc1C
N-(5-Amino-2-methyl-phenyl)-acetamide
[H-].[Na+]
NaH
N#Cc1ccc(-c2cnc(Cl)o2)cc1
4-(2-Chloro-oxazol-5-yl)-benzonitrile
Cc1ccc(N)cc1Nc1ncc(-c2ccc(C#N)cc2)o1
title compound
المردود 75.0%
Cc1ccc(N)cc1Nc1ncc(-c2ccc(C#N)cc2)o1
4-[2-(5-Amino-2-methyl-phenylamino)-oxazol-5-yl]-benzo-nitrile
المردود 75.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled to 0° C
  2. 2
    workup.WAITAfter 30 min.
  3. 3
    ترشيحThe solid was collected by filtration
  4. 4
    غسيلwashed with water
  5. 5
    أخرىdried under vacuum

الإجراء التجريبي

A solution of N-(5-Amino-2-methyl-phenyl)-acetamide (1.1 g, 6.7 mmol) in DMF (20 mL) was added to a suspension of NaH (402 mg, 10.05 mmol, 60% dispersion in mineral oil) in DMF (20 mL) at 0° C. under an atmosphere of argon. The mixture was stirred for 30 min. at room temperature and cooled to 0° C. A solution of 4-(2-Chloro-oxazol-5-yl)-benzonitrile (1.37 g, 6.7 mmol) in DMF (20 mL) was added dropwise to the mixture. After 30 min., at 0° C., the reaction was poured into ice water (200 mL). The solid was collected by filtration, washed with water, and dried under vacuum to afford the title compound (1.45 g, 75%). m.p.=228° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08080669B2uspto-grants-2011_12