Methyl (methylsulfinyl)methyl sulfide → 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2-methylthio-2-methylsulphinylvinyl)-2H-1,2,3-triazole

HRID 1031170Notes

Reaction equation

HRID 1031170 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[N:17]=[C:16]([CH:18]=O)[CH:15]=[N:14]1.[CH3:20][S:21][CH2:22][S:23]([CH3:25])=[O:24]>O1CCCC1.CO>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[N:17]=[C:16]([CH:18]=[C:22]([S:21][CH3:20])[S:23]([CH3:25])=[O:24])[CH:15]=[N:14]1

Participants

5

Reactant 2

HCID 99129Methyl (methylsulfinyl)methyl sulfideHCID 197783082-(2,6-Dichloro-4-trifluoromethylphenyl)-1,2,3-triazole-4-carboxaldehyde

Product 1

HCID 538293862-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2-methylthio-2-methylsulphinylvinyl)-2H-1,2,3-triazole

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carboxaldehyde [15 g) and methyl methylthiomethyl sulphoxide (6 ml) were heated under reflux in tetrahydrofuran (100 ml) containing Triton B solution (6 ml; 40% in methanol) for 12 hours. The mixture was worked up to give 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2-methylthio-2-methylsulphinylvinyl)- 2H-1,2,3-triazole, m.p. 122°-123°.

Sources & evidence

ORD record
ord-8c7d0de6842c45ef91c5849af2875c6b
Source dataset
uspto-grants-1992_04
Patent number
US05109012

Reaction notes

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