Hydrochloric Acid → HCID 45112705, compound

HRID 924854Notes

Reaction equation

[C:1]1([C:7](=O)[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:16][C:17]([NH2:19])=[O:18].[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1.Cl>CCO>[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]2[C:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[NH:19][C:17](=[O:18])[NH:16]2)=[CH:24][CH:23]=1

Participants

Conditions

Temperature: 85 °C

Procedure

A mixture of 1,2-diphenylethanone (1 g, 5.1 mmol), urea (1.22 g, 20.38 mmol), 4-methoxybenzaldehyde (0.76 g, 1.1 mmol) and conc. HCl (0.4 mL) in EtOH (100 mL) was heated at 85° C. for 108 h. The volatiles were removed under reduced pressure and the residue was purified by column chromatography to afford 4-(4-methoxyphenyl)-5,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one as a yellow solid (400 mg, 22%)

Workup

customThe volatiles were removed under reduced pressure
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-0d731f562e23458dbb5c2625fe4d8f5e
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09283229B2

Reaction notes

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