Hydrochloric Acid → HCID 19752595, compound

HRID 483387Notes

Reaction equation

HRID 483387 reaction equation
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:24]>C(O)C.O.[Pd]>[ClH:24].[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]2[CH2:11][CH2:12][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9]2=[O:23])=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19752609HCID 19752609, compound

Product 1

HCID 19752595HCID 19752595, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

A mixture of the product from step (a) (3.0 g), 10% Pd/C (750 mg) and 2N aqu. HCl (4.7 ml) in ethanol/water (55 ml, 3:2 v/v) was hydrogenated at room temperature and atmospheric pressure for 24 hours (uptake 1100 ml). The mixture was filtered through celite, the residue washed with hot water and the filtrate evaporated in vacuo to give the desired product as a yellow oil (2.9 g). The 200 MHz 1H NMR and MS were consistent with the proposed structure.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe mixture was filtered through celite
  3. washthe residue washed with hot water
  4. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-ecc8cb5b142541a5b86babdd941c93cb
Source dataset
uspto-grants-1993_07
Patent number
US05225431

Reaction notes

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