Potassium Carbonate → HCID 18919347, compound

HRID 1291362Notes

Reaction equation

[OH:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([C:8]2[CH:28]=[CH:27][C:11]([CH2:12][S:13][C:14]3[N:23]([CH3:24])[C:22](=[O:25])[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][C:20]=4[CH3:26])[N:15]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.Cl.[CH3:32][N:33]([CH3:37])[CH2:34][CH2:35][Cl:36].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[ClH:36].[CH3:24][N:23]1[C:22](=[O:25])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][C:20]=2[CH3:26])[N:15]=[C:14]1[S:13][CH2:12][C:11]1[CH:27]=[CH:28][C:8]([C:6](=[O:7])[C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:35][CH2:34][N:33]([CH3:37])[CH3:32])=[CH:30][CH:29]=2)=[CH:9][CH:10]=1

Participants

Conditions

Temperature: 80 °C

Procedure

2-[4-(4-Hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone (306 mg), 2-dimethylaminoethyl chloride hydrochloride (218 mg), and potassium carbonate (316 mg) were dissolved in DMF (5 ml) and the solution was stirred at 80° C. for 20 hours. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, and dried. Then, hydrogen chloride/ethyl acetate was added and the precipitated hydrochloride was collected by filtration to provide the title compound as colorless solid (193 mg).

Workup

concentrationThis reaction mixture was concentrated
dissolutionthe residue was dissolved in ethyl acetate
washwashed with water
customdried
additionThen, hydrogen chloride/ethyl acetate was added
filtrationthe precipitated hydrochloride was collected by filtration

Sources & evidence

ORD record: ord-275029eb33d945b6b8fc42f57b885846
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753664

Reaction notes

Loading…