Hydrochloric Acid → 4-Amino-6-methyl-2,5-dihydro-1,2,4-triazin-3-one
Reaction equation
C([NH:4][N:5]1[CH2:10][C:9]([CH3:11])=[N:8][NH:7][C:6]1=[O:12])(=O)C.Cl.C([O-])(=O)C.[Na+]>CO>[NH2:4][N:5]1[CH2:10][C:9]([CH3:11])=[N:8][NH:7][C:6]1=[O:12]Participants
Conditions
- Temperature
- 50 °C
Procedure
A mixture of 17 g of 4-acetylamino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine, 63 ml of hydrochloric acid (37%) and 250 ml of methanol is stirred for 4 hours at 50° C. After cooling to 15° C., 82 g of sodium acetate are added, the mixture is stirred for a further 15 minutes, and the solvent is removed by evaporation. The residue is taken up in 100 ml of ethanol, and the solvent is removed again in vacuo. The residue is taken up in 1200 ml of acetonitrile, undissolved salt precipitates are filtered off, the filtrate is evaporated to dryness, the residue is caused to crystallise by adding 50 ml of acetic acid ethyl ester at ambient temperature, and the crystals are filtered off and dried yielding 54.6 g (85% of the theoretical amount) of the title compound having a melting point of 113°-118° C.
Workup
- temperatureAfter cooling to 15° C.
- stirringthe mixture is stirred for a further 15 minutes
- customthe solvent is removed by evaporation
- customthe solvent is removed again in vacuo
- customundissolved salt precipitates
- filtrationare filtered off
- customthe filtrate is evaporated to dryness
- customto crystallise
- additionby adding 50 ml of acetic acid ethyl ester at ambient temperature
- filtrationthe crystals are filtered off
- customdried
Sources & evidence
- ORD record
- ord-5542c94fb51f4674aae3e9bd5d99c387
- Source dataset
- uspto-grants-1994_06
- Patent number
- US05324842
Reaction notes
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