Benzaldehyde → HCID 53744844, compound

HRID 2397203Notes

Reaction equation

HRID 2397203 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][N:10]1[C:16]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:15]=2[CH:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]([NH2:28])[CH2:12][C:11]1=[O:29]>C1C=CC=CC=1>[CH3:9][N:10]1[C:16]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:15]=2[CH:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]([N:28]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12][C:11]1=[O:29]

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 21437113HCID 21437113, compound

Product 1

HCID 53744844HCID 53744844, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1 ml. (9.1 mmoles) of benzaldehyde is added to a solution of 2.0 g. (6.6 mmoles) of 1-methyl-4-amino-5-phenyl-7-chloro-1,3,4,5-tetrahydro-2H-1,4-benzodiazepine-2-one in 20 ml. of benzene, and the mixture is stirred at room temperature overnight. At the end of the reaction the mixture is evaporated to dryness under reduced pressure, the residue is triturated with 20 ml. of ether, and the solid substance is filtered off. 2.1 g. (80.7 %) of 1-methyl-4-benzalamino-5-phenyl-7-chloro-1,3,4,5-tetrahydro-2H-1,4-benzodiazepine-2-one are obtained. M.p.: 157°-158° C. (after recrystallization from ethanol). Rf(4) = 0.7.

Workup

  1. customAt the end of the reaction the mixture
  2. customis evaporated to dryness under reduced pressure
  3. customthe residue is triturated with 20 ml
  4. filtrationof ether, and the solid substance is filtered off

Sources & evidence

ORD record
ord-82f751149ca74ff28afe73c45d18614c
Source dataset
uspto-grants-1977_05
Patent number
US04021421

Reaction notes

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