1,1'-Carbonyldiimidazole → 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

HRID 1462174Notes

Reaction equation

HRID 1462174 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1)([N:3]1[CH:7]=[CH:6]N=C1)=[O:2].N[C:14]1[CH:25]=[CH:24]C=C[C:15]=1[CH2:16]C1NC=CN=1>C(Cl)Cl>[N:10]1[CH:11]=[CH:12][N:8]2[C:9]=1[CH2:24][C:25]1[CH:14]=[CH:15][CH:16]=[CH:6][C:7]=1[NH:3][C:1]2=[O:2]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 133449032-[(1H-Imidazol-2-yl)methyl]aniline

Product 1

HCID 1334492211H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Alternately, 0.75 g of 1,1'-carbonyldiimidazole was added at once to a suspension of 0.79 g of 2-(2-aminobenzyl)imidazole in 38 ml of methylene chloride and the mixture was stirred at room temperature overnight. The resulting precipitate was collected and recrystallized from methylene chloride to give the crude 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one, m.p. 238°-40°.

Workup

  1. customThe resulting precipitate was collected
  2. customrecrystallized from methylene chloride

Sources & evidence

ORD record
ord-9a4d0c97835c4a678cefab9d864f58e9
Source dataset
uspto-grants-1984_07
Patent number
US04459232

Reaction notes

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