Guanidine Hydrochloride → 2-Amino-7-phenyl-7,8-dihydro-6H-quinazolin-5-one

HRID 2046453Notes

Reaction equation

HRID 2046453 reaction equation
CN(C=C1C(=O)CC(C2C=CC=CC=2)CC1=O)C.Cl.NC(N)=N.C(=O)([O-])[O-].[Na+].[Na+].[NH2:30][C:31]1[N:40]=[CH:39][C:38]2[C:37](=[O:41])[CH2:36][CH:35]([C:42]3[CH:47]=[CH:46][C:45](Cl)=[CH:44][CH:43]=3)[CH2:34][C:33]=2[N:32]=1>>[NH2:30][C:31]1[N:40]=[CH:39][C:38]2[C:37](=[O:41])[CH2:36][CH:35]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH2:34][C:33]=2[N:32]=1

Participants

5

Reactant 4

HCID 5742Guanidine HydrochlorideHCID 10340Sodium CarbonateHCID 27723712-amino-7-(4-chlorophenyl)-7,8-dihydroquinazolin-5(6H)-oneHCID 108901102-Dimethylaminomethylene-5-phenyl-cyclohexane-1,3-dione

Product 1

HCID 27723882-Amino-7-phenyl-7,8-dihydro-6H-quinazolin-5-one

Procedure

The title compound was prepared from 2-dimethylaminomethylene-5-phenyl-cyclohexane-1,3-dione (600 mg, 2.46 mmol) from stage 1, guanidine hydrochloride (473 mg, 4.94 mmol) and sodium carbonate (783 mg, 7.38 mmol), following the procedure described for the synthesis of 2-amino-7-(4-chloro-phenyl)-7,8-dihydro-6H-quinazolin-5-one (example 2/a stage 2) except that the mixture was heated to reflux for 16 h.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 16 h.

Sources & evidence

ORD record
ord-00e901b3457a40659bad10fc09e11b0b
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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