Hydrochloric Acid → 1-(Pyrimidin-2-yl)methanamine--hydrogen chloride (1/1)

HRID 1352804Notes

Reaction equation

HRID 1352804 reaction equation
C(O)(=O)/C=C\C(O)=O.[NH2:9][CH2:10][C:11]1[N:16]=[CH:15][CH:14]=[CH:13][N:12]=1.[ClH:17].C(OCC)(=O)C>C(O)C>[ClH:17].[NH2:9][CH2:10][C:11]1[N:16]=[CH:15][CH:14]=[CH:13][N:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 69264454HCID 69264454, compound

Product 1

HCID 178483251-(Pyrimidin-2-yl)methanamine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

2-Aminomethylpyrimidine maleate 70 g and ethanol 280 ml are put in a 4 neck-flask (2 L). To the suspension is dropped a solution of hydrogen chloride in ethanol (previously prepared) 69.6 g over a period of 10 minutes, and the mixture is stirred at 70° C. for 2 hours. After reaction ethyl acetate 560 ml is dropped thereto at 60° C. and the mixture is gradually cooled to 30° C. and stirred for 30 minutes under ice cooling. The resulting crystals are collected by filtration, washed with a cold mixture of ethanol and ethyl acetate (1:2) 140 ml and dried to give 2-aminomethylpyrimidine hydrochloride as powder-like crystals 43.1 g. mp 207–210 (decomposition)

Workup

  1. custompreviously prepared) 69.6 g over a period of 10 minutes
  2. additionis dropped
  3. temperatureat 60° C. and the mixture is gradually cooled to 30° C.
  4. stirringstirred for 30 minutes under ice cooling
  5. filtrationThe resulting crystals are collected by filtration
  6. washwashed with a cold mixture of ethanol and ethyl acetate (1:2) 140 ml
  7. customdried

Sources & evidence

ORD record
ord-9614aaef1f244436b78f4ef01d2e52cb
Source dataset
uspto-grants-2007_05
Patent number
US07220736B2

Reaction notes

Loading…