Ethanol → HCID 54108756, compound

HRID 1700393Notes

Reaction equation

HRID 1700393 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].[NH2:5][C:6]1[N:10]([C:11]2[C:16]([Cl:17])=[CH:15][C:14]([C:18]([F:21])([F:20])[F:19])=[CH:13][C:12]=2[Cl:22])[N:9]=[C:8]([CH:23]=[N:24]O)[C:7]=1[S:26]([CH3:28])=[O:27].[CH2:29](O)C>>[CH:2]([O:1][N:24]=[CH:23][C:8]1[C:7]([S:26]([CH3:28])=[O:27])=[C:6]([NH2:5])[N:10]([C:11]2[C:16]([Cl:17])=[CH:15][C:14]([C:18]([F:21])([F:20])[F:19])=[CH:13][C:12]=2[Cl:22])[N:9]=1)([CH3:29])[CH3:3]

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 2723922Sodium ethoxideHCID 1363524165-amino-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime

Product 1

HCID 54108756HCID 54108756, compound

Conditions

Temperature
20 °C

Procedure

A suspension of sodium ethoxide (0.34 g) in ethanol was added to a stirred solution of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (2.0 g) in ethanol. 2-lodopropane (1 ml) was then added and the mixture stirred overnight at 20° C. and evaporated. The residue (in dichloromethane) was water-washed, dried (magnesium sulfate), concentrated and purified by chromatography on silica gel to give 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde O-(isopropyl)oxime (0.35 g), m.p. 128-130° C. Compound 24.

Workup

  1. addition2-lodopropane (1 ml) was then added
  2. customevaporated
  3. washwashed
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated
  6. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-7827257b78eb451083998a04361aa5c3
Source dataset
uspto-grants-2002_02
Patent number
US06350771B1

Reaction notes

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