Methane → HCID 58372742, compound

HRID 656757Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:29])[CH2:4][C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:13]=2[CH2:21][S:22][CH2:23][C:24]([F:27])([F:26])[F:25])[CH:8]=[C:7]([Cl:28])[CH:6]=1.CN(C)N.C>CCO>[CH3:1][O:2][C:3](=[O:29])[CH2:4][C:5]1[CH:6]=[C:7]([Cl:28])[CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=2[CH2:21][S:22][CH2:23][C:24]([F:26])([F:27])[F:25])[CH:10]=1

Participants

Conditions

Temperature: 65 °C

Procedure

{3-Chloro-5-[4-nitro-2-(2,2,2-trifluoro-ethylsulfanylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester (0.07 g, 0.16 mmol), 1,1-dimethylhydrazine (0.08 mL, 1.09 mmol), ferric chloride (0.003 g, 0.02 mmol), and DARCO (0.016 g) were combined in EtOH and stirred at 65° C. for 30 hours. After work-up with EtOAc and H2O, the crude material was purified by silica gel chromatography to give the title compound.

Workup

customAfter work-up with EtOAc and H2O, the crude material was purified by silica gel chromatography

Sources & evidence

ORD record: ord-7446a71d59304700b88200afa88f9898
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071807B2

Reaction notes

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