cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chloride → (3,5-Dichloro-2,6-difluoropyridin-4-YL)methyl cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

HRID 256169Notes

Reaction equation

HRID 256169 reaction equation
[Cl:1][C:2]1[C:3]([F:12])=[N:4][C:5]([F:11])=[C:6]([Cl:10])[C:7]=1[CH2:8][OH:9].[Cl:13][C:14]([Cl:24])=[CH:15][C@@H:16]1[C@H:18]([C:19](Cl)=[O:20])[C:17]1([CH3:23])[CH3:22]>>[Cl:13][C:14]([Cl:24])=[CH:15][C@@H:16]1[C@H:18]([C:19]([O:9][CH2:8][C:7]2[C:2]([Cl:1])=[C:3]([F:12])[N:4]=[C:5]([F:11])[C:6]=2[Cl:10])=[O:20])[C:17]1([CH3:22])[CH3:23]

Participants

3

Reactant 2

HCID 12617358cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chlorideHCID 139851663,5-Dichloro-2,6-difluoro4-hydroxymethylpyridine

Product 1

HCID 86741839(3,5-Dichloro-2,6-difluoropyridin-4-YL)methyl cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

Procedure

By the method of Example 2, 0.5 g (0.002 mole) of 3,5-dichloro-2,6-difluoro-4-hydroxymethylpyridine (Example 15) was reacted with 0.5 g (0.002 mole) of cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride to produce, after purification using the Chromatotron, 0.3 g of (3,5-dichloro-2,6-difluoropyridin-4-yl)methyl cis-3-(2,2-di-chloroethenyl)-2,2-dimethylcyclopropanecarboxylate, compound 22 in the Tables below.

Workup

  1. customto produce
  2. customafter purification

Sources & evidence

ORD record
ord-ccadc4b47f7948f49aba93ded72dcfc1
Source dataset
uspto-grants-1987_10
Patent number
US04701464

Reaction notes

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