HCID 88831731, compound → HCID 88831087, compound

HRID 268099Notes

Reaction equation

HRID 268099 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[O:15][C:14]([C:16](=[N:18][OH:19])[NH2:17])=[CH:13][CH:12]=1)([O-])=O.[H][H]>[Pd].CO>[ClH:1].[ClH:1].[NH2:2][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[O:15][C:14]([C:16](=[N:18][OH:19])[NH2:17])=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 88831731HCID 88831731, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 88831087HCID 88831087, compoundYield 148.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the compound of Example XV (14.2 g 0.05 mole), 5% Pd/C (50% H2O) (1 teaspoon), and anhydrous methanol (300 ml) was shaken in a Parr apparatus until the theoretical amount of hydrogen was absorbed. The catalyst was removed by filtration and washed with anydrous methanol. Gaseous HCl was introduced into the filtrate with cooling in ice. The solid was collected by filtration and washed with anhydrous ether to give 10.8 g (75%) of product. An analytical sample, m.p. 238°-239°, was obtained by drying in an Abderhalden.

Workup

  1. customwas absorbed
  2. customThe catalyst was removed by filtration
  3. washwashed with anydrous methanol
  4. additionGaseous HCl was introduced into the filtrate
  5. temperaturewith cooling in ice
  6. filtrationThe solid was collected by filtration
  7. washwashed with anhydrous ether

Sources & evidence

ORD record
ord-c42d4bbbb4854a73b6c285809c0a7817
Source dataset
uspto-grants-1976_03
Patent number
US03946049

Reaction notes

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