2-Chlorothiazole → 6-fluoro-5H-thiazolo[2,3-b]quinazolin-5-one

HRID 1153692Notes

Reaction equation

HRID 1153692 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:12])[C:7]=1[C:8]([O:10]C)=O.Cl[C:14]1[S:15][CH:16]=[CH:17][N:18]=1>CO>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:7]=1[C:8](=[O:10])[N:18]1[CH:17]=[CH:16][S:15][C:14]1=[N:12]2

Participants

4

Reactant 2

HCID 764292-ChlorothiazoleHCID 2818492Methyl 2-amino-6-fluorobenzoate

Product 1

HCID 132170016-fluoro-5H-thiazolo[2,3-b]quinazolin-5-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.4 parts of methyl 6-fluoroanthranilate and 18 parts of 2-chlorothiazole were heated to 150° C., and the methanol formed was distilled off over a bridge. The reaction was complete after 2 hours. The solid residue was neutralized, and recrystallized from isopropanol. 30 parts of 6-fluoro-5H-thiazolo[2,3-b]quinazolin-5-one of melting point 205°-207° C. were obtained.

Workup

  1. distillationwas distilled off over a bridge
  2. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-106e76b829664d999c76ee99eaeca684
Source dataset
uspto-grants-1984_12
Patent number
US04486221

Reaction notes

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