Carbon Dioxide → 2-Methyl-4-amino-5-aminomethylpyrimidine carbonate

HRID 329761

Reaction equation

[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][NH2:10])=[CH:4][N:3]=1.[C:11](=[O:13])=[O:12].C([OH:17])(C)C>>[C:11](=[O:17])([OH:13])[OH:12].[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][NH2:10])=[CH:4][N:3]=1

Participants

Reactant 3

HCID 280Carbon Dioxide

HCID 3776Isopropanol

HCID 667624-Amino-2-methyl-5-pyrimidinemethanamine

Product 1

HCID 179918792-Methyl-4-amino-5-aminomethylpyrimidine carbonateYield 90.3%

Conditions

Temperature: 10 °C

Procedure

Into the same four-necked flask as used in Example 1 was charged a solution of 30.0 g (purity: 96.2%, 0.209 mole) of crude 2-methyl-4-amino-5-aminomethylpyrimidine dissolved in 300 g of isopropanol, followed by maintaining the temperature of the solution at 10° C. Subsequently, 44 g (1 mole) of carbon dioxide was blown into the solution over about 2 hours and the reaction was carried out to precipitate a white crystal of 2-methyl-4-amino-5-aminomethylpyrimidine carbonate with extreme easiness. Then, the resulting crystal was filtered off, washed with a small amount of isopropanol, and dried in vacuo at 20° C. until it may have constant weight to obtain 37.8 g of 2-methyl-4-amino-5-aminomethylpyrimidine carbonate.

Workup

customto precipitate a white crystal of 2-methyl-4-amino-5-aminomethylpyrimidine carbonate with extreme easiness
filtrationThen, the resulting crystal was filtered off
washwashed with a small amount of isopropanol
customdried in vacuo at 20° C. until it

Sources & evidence

ORD record: ord-1b2a5391503c4af4bf3c27b3db680d30
Source dataset: uspto-grants-1990_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04892948

Linked notes

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