Hydrochloric Acid → 7-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-chloroacetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine

HRID 1742195Notes

Reaction equation

HRID 1742195 reaction equation
FC(F)(F)C(O)=O.[ClH:8].[Cl:9][C:10]1[CH:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[C:30]([F:38])[C:11]=1[O:12][C:13]1[CH:29]=[CH:28][C:16]2[N:17]([CH3:27])[C:18](=[O:26])[C:19]([C:22](=[O:25])[CH2:23]O)([CH3:21])[O:20][C:15]=2[CH:14]=1>ClCCl>[Cl:9][C:10]1[CH:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[C:30]([F:38])[C:11]=1[O:12][C:13]1[CH:29]=[CH:28][C:16]2[N:17]([CH3:27])[C:18](=[O:26])[C:19]([C:22](=[O:25])[CH2:23][Cl:8])([CH3:21])[O:20][C:15]=2[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 190085937-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-hydroxyacetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine2×

Product 1

HCID 190085957-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-chloroacetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In Example 15, dichloromethane was used as the solvent, and trifluoroacetic acid or conc. hydrochloric acid was used in place of hydroiodic acid, and 7-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-hydroxyacetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine (Compound 95) and 7-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2,4-dimethyl-2-chloroacetyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine (Compound 97) were obtained.

Sources & evidence

ORD record
ord-f8ba8dbcee8f45b38b4977a5acfbc621
Source dataset
uspto-grants-1994_08
Patent number
US05338719

Reaction notes

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