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

HRID 2164811Notes

Reaction equation

HRID 2164811 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 is added at once to a suspension of 0.79 g of 2-(2-aminobenzyl)imidazole in 38 ml of methylene chloride and the mixture is stirred at room temperature overnight. The resulting precipitate is 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 is collected
  2. customrecrystallized from methylene chloride

Sources & evidence

ORD record
ord-2e1b99c9a92b405a9b303394141dbaf6
Source dataset
uspto-grants-1985_03
Patent number
US04507311

Reaction notes

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