ethyl 6-[N-(2,4-difluorophenyl)sulfamoyl]-1-cyclohexene-1-carboxylate → Ethyl 6-[(2-chloro4-fluorobenzyl)sulfanyl]-1-cyclohexene-1-carboxylate

HRID 2220194Notes

Reaction equation

HRID 2220194 reaction equation
FC1C=C(F)C=CC=1N[S:10]([CH:13]1[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH2:16][CH2:15][CH2:14]1)(=O)=O.[Cl:24][C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=1[CH2:32]S>>[Cl:24][C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=1[CH2:32][S:10][CH:13]1[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 9928140ethyl 6-[N-(2,4-difluorophenyl)sulfamoyl]-1-cyclohexene-1-carboxylateHCID 22026132(2-chloro-4-fluorophenyl)methanethiol

Product 1

HCID 22026131Ethyl 6-[(2-chloro4-fluorobenzyl)sulfanyl]-1-cyclohexene-1-carboxylateYield 78.6%

Procedure

In the same manner as in Reference Example 1, ethyl 6-[N-(2,4-difluorophenyl)sulfamoyl]-1-cyclohexene-1-carboxylate (835 mg) and (2-chloro-4-fluorophenyl)-methanethiol (853 mg) were reacted to give ethyl 6-[(2-chloro-4-fluorobenzyl)sulfanyl]-1-cyclohexene-1-carboxylate (625 mg) as a colorless oil.

Sources & evidence

ORD record
ord-bcf14c16ca66492fb05ced42554bfb63
Source dataset
uspto-grants-2008_08
Patent number
US07417059B2

Reaction notes

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