4-Nitrobenzyl mercaptan → (Z)-2,4,6-trifluorostyryl4-nitrobenzylsulfide

HRID 1019236Notes

Reaction equation

HRID 1019236 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]#[CH:11].[N+:12]([C:15]1[CH:22]=[CH:21][C:18]([CH2:19][SH:20])=[CH:17][CH:16]=1)([O-:14])=[O:13].[Na]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1/[CH:10]=[CH:11]\[CH:19]([S:20][CH:19](/[CH:11]=[CH:10]\[C:3]1[C:2]([F:1])=[CH:7][C:6]([F:8])=[CH:5][C:4]=1[F:9])[C:18]1[CH:21]=[CH:22][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=1)[C:18]1[CH:21]=[CH:22][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 1936194-Nitrobenzyl mercaptanHCID 5360545SodiumHCID 180037712-Ethynyl-1,3,5-trifluorobenzene

Product 1

HCID 86585667(Z)-2,4,6-trifluorostyryl4-nitrobenzylsulfide

Procedure

A solution of 2,4,6-trifluorophenylacetylene (0.02 mol), 4-nitrobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to General Procedure 2 to form (Z)-2,4,6-trifluorostyryl-4-nitrobenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to General Procedure 2.

Sources & evidence

ORD record
ord-a78339581cde434e82d020a2edc9825c
Source dataset
uspto-grants-2002_11
Patent number
US06486210B2

Reaction notes

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