HCID 178483900, compound → 1H-1,4-Benzodiazepine

HRID 1730409Notes

Reaction equation

HRID 1730409 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10](NCC(CN(C)C)=O)[CH2:9][N:8]=[C:7](C3C=CC=CC=3)[C:6]=2[CH:26]=1>C(O)COCCO>[NH:11]1[C:5]2[CH:4]=[CH:3][CH:2]=[CH:26][C:6]=2[CH:7]=[N:8][CH:9]=[CH:10]1

Participants

3

Reactant 1

HCID 178483900HCID 178483900, compound

Product 1

HCID 1484311H-1,4-Benzodiazepine

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

A suspension of 7-chloro-5-phenyl-2-[[3-(dimethylamino)acetonyl]amino]-3H-1,4-benzodiazepine, ethylene ketal (1.5 mmole) is heated to 110 to 120° in diethylene glycol under nitrogen for 20 hours. The above mixture is cooledand evaporated to dryness in vacuo leaving behind a white oil. This is crystallized from ethyl acetate/hexane to give 8-chloro-1-[(dimethylamino)methyl]-6-phenyl-4H-imidazo]1,2-a][1,4]benzodiazepine of melting point 181°--182° C.

Workup

  1. customThe above mixture is cooledand evaporated to dryness in vacuo
  2. customleaving behind a white oil
  3. customThis is crystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-e5d5d0288c954177ab5449fa46c10a85
Source dataset
uspto-grants-1976_11
Patent number
US03992408

Reaction notes

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