Hydrochloric Acid → 4-Phenyl-1,4,5,6-tetrahydropyrimidin-2-amine hydrochloride

HRID 418033Notes

Reaction equation

HRID 418033 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[ClH:14]>C(O)(C)C.[Pd]>[ClH:14].[C:8]1([CH:6]2[NH:7][C:2]([NH2:1])=[N:3][CH2:4][CH2:5]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5987772-Amino-4-phenylpyrimidine

Product 1

HCID 230261524-Phenyl-1,4,5,6-tetrahydropyrimidin-2-amine hydrochlorideYield 55%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

To a solution of 5 g (29.2 mmoles) of 2-amino-4-phenylpyrimidine in 30 ml of a 6N solution of hydrochloric acid in isopropanol was added 0.1 g of palladium on carbon catalyst (10% wt/wt). The suspension was hydrogenated under 40 psi pressure at room temperature during 3 h. The catalyst was removed by filtration and the solvent evaporated under reduced pressure. Diethyl ether was added and the resulting solution was refiltered and the solvent removed by evaporation under reduced pressure to give 4.0 g (55%) of compound as a crude oil which was used as such.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated under reduced pressure
  3. additionDiethyl ether was added
  4. customthe solvent removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-6c4f139a080b4d238635ece9d964c1e9
Source dataset
uspto-grants-2012_01
Patent number
US08093256B2

Reaction notes

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