3-Amino-1H-quinazoline-2,4-dione → HCID 49872724, compound

HRID 1853414Notes

Reaction equation

HRID 1853414 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:13].[C:14]12([CH2:24][C:25](Cl)=[O:26])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>>[C:14]12([CH2:24][C:25]([NH:1][N:2]3[C:11](=[O:12])[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[NH:4][C:3]3=[O:13])=[O:26])[CH2:21][CH:20]3[CH2:19][CH:18]([CH2:17][CH:16]([CH2:22]3)[CH2:15]1)[CH2:23]2

Participants

3

Reactant 2

HCID 9689293-Amino-1H-quinazoline-2,4-dioneHCID 27718821-Adamantaneacetyl chloride

Product 1

HCID 49872724HCID 49872724, compound

Procedure

3-Amino-1H-quinazoline-2,4-dione and 1-adamantaneacetyl chloride were reacted as describe in Example 5 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.58-1.68 (m, 12H), 1.92-1.98 (m, 3H), 1.98-2.07 (m, 2H), 7.21-7.27 (m, 2H), 7.68-7.74 (m, 1H), 7.93-7.96 (m, 1H), 10.34 (s, 1H), 11.51 (s, 1H) ppm; MS (DCI/NH3) m/z 354 (M+H)+; Elemental Analysis: Calculated for 1.58-1.68 (m, 12H), 1.92-1.98 (m, 3H), 1.98-2.07 (m, 2H), 7.21-7.27 (m, 2H), 7.68-7.74 (m, 1H), 7.93-7.96 (m, 1H), 10.34 (s, 1H), 11.51 (s, 1H).

Sources & evidence

ORD record
ord-0df068aa07404bbd91de43b5e95a7bac
Source dataset
uspto-grants-2015_02
Patent number
US08962639B2

Reaction notes

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