Water → HCID 11270433, compound

HRID 253526Notes

Reaction equation

HRID 253526 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([O:13][CH3:14])=[CH:11][C:10]([C:15]([F:18])([F:17])[F:16])=[CH:9][C:8]=2[Cl:19])[N:5]=[C:4]([C:20]#[N:21])[C:3]=1[S:22][C:23]([F:26])([F:25])[F:24].C(OO)(=[O:29])C.CCCCCCC.C(OCC)(=O)C.O>ClC(Cl)C>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([O:13][CH3:14])=[CH:11][C:10]([C:15]([F:16])([F:17])[F:18])=[CH:9][C:8]=2[Cl:19])[N:5]=[C:4]([C:20]#[N:21])[C:3]=1[S:22]([C:23]([F:26])([F:25])[F:24])=[O:29]

Participants

6

Reactant 4

HCID 962WaterHCID 6585Peracetic AcidHCID 21899848Ethylacetate heptaneHCID 86618999HCID 86618999, compound

Product 1

HCID 11270433HCID 11270433, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
20 °C

Procedure

To a mixture of 5-amino-1-(2-chloro-6-methoxy-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole (Compound number 8-04, 1.04 g, 2.4 mmol) in dichloroethane (10 ml) was added peroxyacetic acid (acetic acid solution 35%, 0.62 g, 2.9 mmol). The mixture was stirred at 20° C. for 20 hours. After extractive workup (heptane-ethyl acetate, water) and column chromatography the title product was obtained (0.55 g). Two diastereomers were observed in NMR and HPLC (46% and 49%), mp 195° C., 1H-NMR: 3.94 (3H), 5.04 (2H), 7.24 and 7.49; 19F-NMR: −63.9, −75.3 and −75.4.

Sources & evidence

ORD record
ord-51d68574a3034de7a8e77dca943c39af
Source dataset
uspto-grants-2011_01
Patent number
US07872038B2

Reaction notes

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