Fipronil → Fipronil sulfide

HRID 1892543Notes

Reaction equation

HRID 1892543 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([C:23]([F:26])([F:25])[F:24])=O.ClC1C=C(C(F)(F)F)C=C(Cl)C=1N>>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21][C:23]([F:26])([F:25])[F:24]

Participants

3

Reactant 2

HCID 3352FipronilHCID 1410944-Amino-3,5-dichlorobenzotrifluoride

Product 1

HCID 9953940Fipronil sulfide

Procedure

European Patent publication No. 295117 describes the preparation of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulphinyl pyrazole starting from 2,6-Dichloro-4-trifluoromethylaniline to give an intermediate 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole which is oxidized with meta-chloroperbenzoic acid in chloroform to give desired product.

Sources & evidence

ORD record
ord-cb682b6fc7044de8987863b017c9b8f0
Source dataset
uspto-grants-2013_08
Patent number
US08507693B2

Reaction notes

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