تفاعل #699433

ord-6eacd397e4534bf08db4e84f3d3a7a04

معادلة التفاعل

COc1cc2cc(C#N)cnc2cc1OC
6,7-dimethoxy-quinoline-3-carbonitrile
CN(C)c1cccc(N)c1
N, N-dimethyl-1,3-phenylenediamine
COc1cc2ncc(C#N)c(Nc3cccc(N(C)C)c3)c2cc1OC
4-(3-Dimethylamino-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile
المردود 19.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةCooling
  2. 2
    أخرىgave a solid which
  3. 3
    أخرىwas recrystallized from water

الإجراء التجريبي

A 1.25 gram (5 mmole) portion of 4-chloro, 6,7-dimethoxy-quinoline-3-carbonitrile and a 1.05 gram (5 mmole) portion of N, N-dimethyl-1,3-phenylenediamine in 10 ml of 2-methoxyethanol were refluxed for 2 hours in an oil bath at 154 deg. Cooling gave a solid which was recrystallized from water to give 0.4 grams (19%) of 4-(3-Dimethylamino-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile which melted at 246-249° C.: mass spectrum (electrospray m/e):.(M+H)=349.2., (M+2H)'2 =174.9.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06002008uspto-grants-1999_12