Ammonia → HCID 10802469, compound

HRID 1448800Notes

Reaction equation

HRID 1448800 reaction equation
Br[CH2:2][C:3]1[N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([O:21]C)=O)[C:11](=[O:23])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[NH3:24]>COCCO>[CH:6]1[C:5]2[N:4]3[C:19](=[O:21])[C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[N:12]=[C:3]3[CH2:2][NH:24][C:11](=[O:23])[C:10]=2[CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11349298HCID 11349298, compound

Product 1

HCID 10802469HCID 10802469, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

14.7 g (0.05 mol) of 2-bromomethyl-3-(2-methoxycarbonylphenyl)-4H-quinazolin-4-one and 25 ml of liquid ammonia in 100 ml of ethylene glycol monomethyl ether are heated to 100° C. for 5 hours in an autoclave. After cooling the mixture, the colourless crystals are filtered off and washed several times with methanol. 6.1 g (44% theory) of 6,7-dihydro-5H,13H-quinazolino[3,2-a][1,4]benzodiazepine-5,13-dione are obtained.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationthe colourless crystals are filtered off
  3. washwashed several times with methanol

Sources & evidence

ORD record
ord-f43e188958c2434c8c58ee89234be228
Source dataset
uspto-grants-1980_02
Patent number
US04187306

Reaction notes

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