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

HRID 1462441Notes

Reaction equation

HRID 1462441 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-0bd503accad743658d621b2f23b73232
Source dataset
uspto-grants-1984_07
Patent number
US04460587

Reaction notes

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