Methyl p-toluenesulfonate → 2-Amino-1-methylpyrimidinium p-toluenesulfonate

HRID 53231Notes

Reaction equation

HRID 53231 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]1([CH3:19])[CH:13]=[CH:12][C:11]([S:14]([O:17]C)(=[O:16])=[O:15])=[CH:10][CH:9]=1>CC(C)=O>[C:8]1([CH3:19])[CH:9]=[CH:10][C:11]([S:14]([O-:17])(=[O:15])=[O:16])=[CH:12][CH:13]=1.[NH2:1][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[CH3:8]

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 79782-Aminopyrimidine

Product 1

HCID 199621922-Amino-1-methylpyrimidinium p-toluenesulfonate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

In a 200 ml three-necked flask were placed 1.8 g of 2-aminopyrimidine and 5.6 g of methyl p-toluenesulfonate, and the mixture was stirred at 120° C. for 3 hours. After the resulting mixture was cooled to 60° C., 100 ml of acetone was added and the mixture was stirred at room temperature for 1 hour. The crystals were filtered under reduced pressure, washed with acetone, and dried at room temperature under reduced pressure.

Workup

  1. customIn a 200 ml three-necked flask were placed
  2. filtrationThe crystals were filtered under reduced pressure
  3. washwashed with acetone
  4. customdried at room temperature under reduced pressure

Sources & evidence

ORD record
ord-d24b2d6d20e64a67b4e3abb19d582bd3
Source dataset
uspto-grants-1997_04
Patent number
US05618831

Reaction notes

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