Hydrochloric Acid → HCID 22558194, compound

HRID 1267289Notes

Reaction equation

HRID 1267289 reaction equation
[Cl:1][C:2]1[C:3]([N+:19]([O-])=O)=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][N:13]([CH3:17])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:18]=1.Cl.[H][H]>CO.[Pd]>[Cl:1][C:2]1[C:3]([NH2:19])=[CH:4][C:5]2[O:9][C:8]([N:10]3[CH2:16][CH2:15][CH2:14][N:13]([CH3:17])[CH2:12][CH2:11]3)=[N:7][C:6]=2[CH:18]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 22558214HCID 22558214, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22558194HCID 22558194, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 50 mg portion of 5-chloro-6-nitro-2-(4-methyl-1-homopiperazinyl)benzoxazole was dissolved in 15 ml of methanol, and the resulting solution was mixed with 5 ml of 1 N hydrochloric acid aqueous solution and 30 mg of Pd/C catalyst and, after replacing the atmosphere in the reaction container by hydrogen gas, stirred at room temperature for 15 hours. The catalyst was removed by filtration and the solvent was concentrated under a reduced pressure. The thus remained oily matter was mixed with 5 ml of 1 N hydrochloric acid and washed with ethyl acetate. This was adjusted to pH 8 by adding saturated sodium bicarbonate, and the thus precipitated crystals were collected by filtration to obtain the title compound (16 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe solvent was concentrated under a reduced pressure
  3. additionThe thus remained oily matter was mixed with 5 ml of 1 N hydrochloric acid
  4. washwashed with ethyl acetate
  5. additionby adding saturated sodium bicarbonate
  6. filtrationthe thus precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-b0d65a1ca53e4397a6c479aafd7e09d7
Source dataset
uspto-grants-2003_04
Patent number
US06552057B2

Reaction notes

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