Ethanone, 1-[3-(trifluoromethyl)phenyl]-, oxime → HCID 57372490, compound

HRID 1737119Notes

Reaction equation

HRID 1737119 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([C:9](=[N:11][OH:12])[CH3:10])[CH:6]=[CH:7][CH:8]=1.ClC1C=C(C(=NO)C)C=C(Cl)C=1.[Cl:27][C:28]1[N:29]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[CH2:41]Cl)[C:30](=[O:34])[N:31]([CH3:33])[N:32]=1>>[Cl:27][C:28]1[N:29]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[CH2:41][O:12][N:11]=[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=2)[CH3:10])[C:30](=[O:34])[N:31]([CH3:33])[N:32]=1

Participants

4

Reactant 3

HCID 280810Ethanone, 1-[3-(trifluoromethyl)phenyl]-, oximeHCID 4069130HCID 4069130, compoundHCID 10956231HCID 10956231, compound

Product 1

HCID 57372490HCID 57372490, compound

Procedure

Preferred oximes of Formula IV for use in this process include 1-[3-(trifluoromethyl)phenyl]ethanone oxime, 1-[3,5-(bistrifluoromethyl)phenyl]ethanone oxime, and 1-[3,5-dichlorophenyl]ethanone oxime. Examples of the process of Step 2 include the reaction of 5-chloro-4-[2-(chloromethyl)phenyl]-2,4-dihydro-2-methyl-3H-1,2,4-triazol-3-one one with -1-[3,5-(bistrifluoromethyl)phenyl]ethanone oxime to form 5-chloro-2,4-dihydro-2-methyl-4-[2-[[[[1-[3(trifluoromethyl)phenyl]-ethylidene]amino]oxy]methyl]phenyl]-3H-1,2,4-triazol-3-one; the reaction of 5-chloro-4-[2-(chloromethyl)phenyl]-2,4-dihydro-2-methyl-3H-1,2,4-triazol-3-one with 1-[3,5-(bistrifluoromethyl)phenyl]ethanone oxime to form 5-chloro-2,4-dihydro-2-methyl-4-[2-[[[[1-[3(bistrifluoromethyl)phenyl]-ethylidene]amino]oxy]methyl]phenyl]-3H- 1,2,4-triazol-3-one.

Sources & evidence

ORD record
ord-52d31f5de06e464484469162eb44e2c3
Source dataset
uspto-grants-1999_10
Patent number
USH0001809

Reaction notes

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