2-Bromo-4,5-dimethylthiazole → 2,3,6-trimethyl-5H-thiazolo-(2,3-b)-quinazolin-5-one

Reaction equation

[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8]([NH2:10])=[O:9].Br[C:13]1[S:14][C:15]([CH3:19])=[C:16]([CH3:18])N=1>>[CH3:19][C:15]1[S:14][C:13]2=[N:11][C:6]3[C:7]([C:8](=[O:9])[N:10]2[C:16]=1[CH3:18])=[C:2]([CH3:1])[CH:3]=[CH:4][CH:5]=3

Participants

Reactant 2

HCID 99423662-Bromo-4,5-dimethylthiazole

HCID 167824692-Amino-6-methylbenzamide

Product 1

HCID 198263662,3,6-trimethyl-5H-thiazolo-(2,3-b)-quinazolin-5-oneYield 81%

Procedure

9.6 g of 6-methylanthranilamide and 12.6 g of 2-bromo-4,5-dimethylthiazole were stirred for 12 hours at 150° C. After working up in the conventional manner there was obtained 11.9 g (81%) of the above compound; m.p. 278°-280° C.

Sources & evidence

ORD record: ord-9da2b3a3f88c49468c8045b41e532268
Source dataset: uspto-grants-1991_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05030727

Reaction notes

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