Water → HCID 19778390, compound

HRID 2082390Notes

Reaction equation

HRID 2082390 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]([CH2:18][SH:19])[CH:15]=[N:14]1.[OH-].[Na+].O.[CH2:23]([N:26]1[C:30]([C:31]#[N:32])=[C:29]([C:33]#[N:34])[N:28]=[C:27]1Br)[CH:24]=[CH2:25]>O1CCOCC1>[Cl:12][C:4]1[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[N:13]1[N:17]=[C:16]([CH2:18][S:19][C:27]2[N:26]([CH2:23][CH:24]=[CH2:25])[C:30]([C:31]#[N:32])=[C:29]([C:33]#[N:34])[N:28]=2)[CH:15]=[N:14]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 19778349HCID 19778349, compoundHCID 19778350HCID 19778350, compound

Product 1

HCID 19778390HCID 19778390, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2-(2,6-Dichloro-4-trifluoromethylphenyl)-4-mercaptomethyl-2H-1,2,3-triazole, prepared as in EP 350 237, (0.33 g) and sodium hydroxide (0.04 g) were stirred in dioxane (2 ml) and water (1 ml) at ice bath temperature. 1-Allyl-2-bromo-4,5-dicyanoimidazole (0.24 g) in dioxane was added and the mixture stirred at room temperature for 2 hours. Aqueous work up and silica gel column chromatography gave 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-[(4,5-dicyano-1-allyl-1H-imidazol-2-ylthio)methyl]-2H-1,2,3-triazole, m.p. 125°-127°. (Compound 24a)

Sources & evidence

ORD record
ord-445f13c8b67e4a46b35a3f026fa6566a
Source dataset
uspto-grants-1993_02
Patent number
US05189053

Reaction notes

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