4-Aminoquinazoline → 2,2-Dimethyl-5-[(4-quinazolinyl)amino]methylene-1,3-dioxane-4,6-dione

HRID 354862

Reaction equation

[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:12][C:13]1([CH3:25])[O:18][C:17](=[O:19])[C:16](=[CH:20]OCC)[C:15](=[O:24])[O:14]1>CN(C)C=O>[CH3:12][C:13]1([CH3:25])[O:14][C:15](=[O:24])[C:16](=[CH:20][NH:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][N:3]=2)[C:17](=[O:19])[O:18]1

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of 4-aminoquinazoline (2.9 g) and 2,2-dimethyl-5-ethoxymethylene-1,3-dioxane-4,6-dione (4.46 g) in N,N-dimethylformamide (20 ml) was stirred for 1 hour and 10 minutes at 110° C. The resultant mixture was cooled to ambient temperature and allowed to stand overnight to give crystals, which were separated by filtration and washed with a mixture of ethyl acetate and hexane to give crystalline 2,2-dimethyl-5-[(4-quinazolinyl)amino]methylene-1,3-dioxane-4,6-dione (4.1 g).

Workup

waitto stand overnight
customto give crystals, which
customwere separated by filtration
washwashed with a mixture of ethyl acetate and hexane

Sources & evidence

ORD record: ord-ced9213a3c644a528888c0e2808a1a2f
Source dataset: uspto-grants-1983_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04377580

Linked notes

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