تفاعل #5334

ord-38557339d9a449aeba84ca978a2ba6b2

معادلة التفاعل

Cc1ccc(-c2ccccc2C(N)=O)cc1
4'-methylbiphenyl-2-carboxamide
O=C1CCC(=O)N1Br
N-bromo-succinimide
CC(C)(C#N)N=NC(C)(C)C#N
AIBN
NC(=O)c1ccccc1-c1ccc(CBr)cc1
4'-bromomethylbiphenyl-2-carboxamide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىResulting crystalline precipitates
  2. 2
    ترشيحwere collected by filtration
  3. 3
    غسيلwashed with isopropylether
  4. 4
    workup.STIRRINGThe suspension was stirred for 30 minutes
  5. 5
    ترشيحinsoluble materials were collected by filtration
  6. 6
    أخرىdried
  7. 7
    أخرىto give crude crystals
  8. 8
    أخرىRecrystallization from ethyl acetate methanol afforded colorless needles (1.6 g, 55%), m.p. 220°-221° C. (decomp.)

الإجراء التجريبي

A mixture of 4'-methylbiphenyl-2-carboxamide (2.1 g), N-bromo-succinimide (2.5 g) and azobisisobutyronitrate (AIBN; 82 mg) in benzene (20 ml) was stirred for 20 hours at 60° to 70° C. Resulting crystalline precipitates were collected by filtration, washed with isopropylether and suspended in water. The suspension was stirred for 30 minutes, and insoluble materials were collected by filtration and dried to give crude crystals. Recrystallization from ethyl acetate methanol afforded colorless needles (1.6 g, 55%), m.p. 220°-221° C. (decomp.).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05243054uspto-grants-1993_09