STK495356 → HCID 15617779, compound

HRID 1194589Notes

Reaction equation

HRID 1194589 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-b2712dfe5b5248f4b538bdd694c10a9d
Source dataset
uspto-grants-1989_03
Patent number
US04814349

Reaction notes

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