Chlorosuccinimide → 8-Chloro-5,6-dimethoxy-3-methylquinazolin-2,4(1H, 3H)-dione

HRID 980883Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5](=[O:17])[N:6]([CH3:16])[C:7](=[O:15])[NH:8]2.[Cl:18]N1C(=O)CCC1=O>>[Cl:18][C:10]1[CH:11]=[C:12]([O:13][CH3:14])[C:3]([O:2][CH3:1])=[C:4]2[C:9]=1[NH:8][C:7](=[O:15])[N:6]([CH3:16])[C:5]2=[O:17]

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 137720135,6-Dimethoxy-3-methylquinazolin-2,4(1H, 3H)-dione

Product 1

HCID 540479638-Chloro-5,6-dimethoxy-3-methylquinazolin-2,4(1H, 3H)-dioneYield 67%

Procedure

Following the procedure employed in Example 11, treatment of 5,6-dimethoxy-3-methylquinazolin-2,4(1H, 3H)-dione 1/4 hydrate with N-chlorosuccinimide gives the title compound after isopropanol crystallization in 67% yield, mp 224°-227° C.

Sources & evidence

ORD record: ord-8d6f30a41a23470daf16b507adfdac77
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04639518

Reaction notes

Loading…