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

HRID 2046462Notes

Reaction equation

HRID 2046462 reaction equation
CN([CH:4]=[C:5]1[C:10](=O)[CH2:9][CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[CH2:7][C:6]1=[O:19])C.Cl.[NH2:21][C:22]([NH2:24])=[NH:23].C(=O)([O-])[O-].[Na+].[Na+].NC1N=CC2C(=O)CC(C3C=CC(Cl)=CC=3)CC=2N=1>>[NH2:23][C:22]1[N:24]=[CH:4][C:5]2[C:6](=[O:19])[CH2:7][CH:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[CH2:9][C:10]=2[N:21]=1

Participants

5

Reactant 4

HCID 5742Guanidine HydrochlorideHCID 10340Sodium CarbonateHCID 27723712-amino-7-(4-chlorophenyl)-7,8-dihydroquinazolin-5(6H)-oneHCID 582694022-Dimethylaminomethylene-5-(2-fluoro-phenyl)-cyclohexane-1,3-dione

Product 1

HCID 582693942-Amino-7-(2-fluoro-phenyl)-7,8-dihydro-6H-quinazolin-5-one

Procedure

The title compound was prepared from 2-dimethylaminomethylene-5-(2-fluoro-phenyl)-cyclohexane-1,3-dione (919 mg, 3.53 mmol) from stage 1, guanidine hydrochloride (673 mg, 7.04 mmol) and sodium carbonate (1.12 g, 10.59 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 at reflux for 16 h.

Workup

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

Sources & evidence

ORD record
ord-00677db790b64cf79fd4c8573cfe9a13
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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