Hydrochloric Acid → Amino(1,4,5,6-tetrahydropyrimidine-5-yl)acetamide dihydrochloride

HRID 1653734Notes

Reaction equation

HRID 1653734 reaction equation
[NH2:1][CH:2]([C:6]1[CH:7]=[N:8][CH:9]=[N:10][CH:11]=1)[C:3]([NH2:5])=[O:4].[ClH:12]>O>[ClH:12].[ClH:12].[NH2:1][CH:2]([CH:6]1[CH2:11][NH:10][CH:9]=[N:8][CH2:7]1)[C:3]([NH2:5])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 200804132-Amino-2-(pyrimidin-5-yl)acetamide

Product 1

HCID 20080419Amino(1,4,5,6-tetrahydropyrimidine-5-yl)acetamide dihydrochlorideYield 92.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Amino(pyrimidin-5-yl)acetamide (950 mg, 6.7 mmol) is suspended in a mixture of 50 ml water and concentrated hydrochloric acid (13.3 mmol). The mixture is hydrogenated at 26 psig over 300 mg Pd-on-carbon 10% in a Parr hydrogenator for 3h. Then the suspension is filtered and the filter rinsed twice with hot water (20 ml). The filtrate can be evaporated in vacuo to give 1.41 g yellow oil (92%). The oil is crystallized from anhydrous methanol/THF to give 1.33 g (87%) white crystals, identified by 300 MHz nmr.

Workup

  1. filtrationThen the suspension is filtered
  2. washthe filter rinsed twice with hot water (20 ml)
  3. customThe filtrate can be evaporated in vacuo

Sources & evidence

ORD record
ord-ffc0a657c41a449099cf6c267d725d9c
Source dataset
uspto-grants-1995_04
Patent number
US05403845

Reaction notes

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