2-Amino-3-(trifluoromethyl)benzoic acid → 2-(1-chloro-2-methylpropyl)-8-trifluoromethyl-4H-3,1-benzoxazine-4-one

HRID 648467Notes

Reaction equation

HRID 648467 reaction equation
[NH2:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:15][CH:16]([CH:20]([CH3:22])[CH3:21])[C:17](Cl)=O>C1(C)C=CC=CC=1>[Cl:15][CH:16]([C:17]1[O:5][C:4](=[O:6])[C:3]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([F:12])([F:13])[F:14])[C:2]=2[N:1]=1)[CH:20]([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 6045692-Amino-3-(trifluoromethyl)benzoic acidHCID 122397272-Chloro-3-methylbutanoyl chloride

Product 1

HCID 136556172-(1-chloro-2-methylpropyl)-8-trifluoromethyl-4H-3,1-benzoxazine-4-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.25 g of 2-amino-3-trifluoromethyl benzoic acid in 20 ml of toluene and 18.6 g of 2-chloro-3-methyl butanoyl chloride (prepared by J. Org. Chem., Vol. 40, p. 3420 (1975)) were mixed together, and the procedure of Example 10 of Belgian Patent No. 896,941 was followed for the preparation of 11.9 g of 2-(1-chloro-2-methylpropyl)-8-(trifuoromethy)-4H-3,1-benzoxazin-4-one melting at 78°-80° C.

Sources & evidence

ORD record
ord-87e3d5df40034dc8bd95dfbe1798ba47
Source dataset
uspto-grants-1988_04
Patent number
US04735951

Reaction notes

Loading…