Guanidine Hydrochloride → 2-amino-7-(2-thienyl)-7,8-dihydroquinazolin-5(6H)-one

HRID 2046460Notes

Reaction equation

HRID 2046460 reaction equation
CN([CH:4]=[C:5]1[C:10](=O)[CH2:9][CH:8]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)[CH2:7][C:6]1=[O:17])C.Cl.[NH2:19][C:20]([NH2:22])=[NH:21].C(=O)([O-])[O-].[Na+].[Na+].NC1N=CC2C(=O)CC(C3C=CC(Cl)=CC=3)CC=2N=1>>[NH2:21][C:20]1[N:22]=[CH:4][C:5]2[C:6](=[O:17])[CH2:7][CH:8]([C:12]3[S:13][CH:14]=[CH:15][CH:16]=3)[CH2:9][C:10]=2[N:19]=1

Participants

5

Reactant 4

HCID 5742Guanidine HydrochlorideHCID 10340Sodium CarbonateHCID 27723712-amino-7-(4-chlorophenyl)-7,8-dihydroquinazolin-5(6H)-oneHCID 300333782-[(Dimethylamino)methylidene]-5-(thiophen-2-yl)cyclohexane-1,3-dione

Product 1

HCID 38341822-amino-7-(2-thienyl)-7,8-dihydroquinazolin-5(6H)-one

Procedure

The title compound was prepared from 2-dimethylaminomethylene-5-thien-2-yl-cyclohexane-1,3-dione (267 mg, 1.09 mmol) from stage 1, guanidine hydrochloride (205 mg, 2.14 mmol) and sodium carbonate (342 mg, 3.21 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-fb78a94eab7e424ab47e612ad09fcc48
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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