STK495356 → HCID 15617779, compound

HRID 2254924Notes

Reaction equation

HRID 2254924 reaction equation
[C:1](=[N:4][NH:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=1)([CH3:3])[CH3:2]>CO.[Pt]=O>[CH:1]([NH:4][NH:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 351630STK495356

Product 1

HCID 15617779HCID 15617779, compoundYield 26.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

3,4-Dichlorobenzoic acid isopropylidenehydrazide (9.2 g, 0.040 mole) and 100 mg of platinum oxide in 100 mL of methanol in a Parr hydrogenation apparatus is shaken for one hour and 30 minutes under an initial hydrogen pressure of 40 psig. The filtered reaction mixture is concentrated under vacuum and the resulting solids are recrystallized three times from isopropyl alcohol to give 2.6 g of the title compound as a white crystalline product, mp 112.5°-115° C.

Workup

  1. customThe filtered reaction mixture
  2. concentrationis concentrated under vacuum
  3. customthe resulting solids are recrystallized three times from isopropyl alcohol

Sources & evidence

ORD record
ord-e9f42127c8be488d8ad83ae1f21fa01e
Source dataset
uspto-grants-1993_08
Patent number
US05237099

Reaction notes

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