Methylamine → HCID 21277253, compound

HRID 2292233Notes

Reaction equation

HRID 2292233 reaction equation
[CH3:1][NH:2][N:3]1[C:8](=[O:9])[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:6][N:5]=[C:4]1SC.[CH3:18][NH2:19]>C(O)(C)C>[CH3:18][NH:19][C:4]1[N:3]([NH:2][CH3:1])[C:8](=[O:9])[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:6][N:5]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 21277244HCID 21277244, compound

Product 1

HCID 21277253HCID 21277253, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

10.0 g (0.04 mole) of 4-methylamino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one, 1.6 g (0.05 mole) of methylamine and 50 ml of isopropanol are heated for 4 hours in a bomb tube to 155° C. The resultant clear orange solution is concentrated by evaporation and the residue is chromatographed through silica gel eluted with a 95:5 mixture of methylene chloride/ether. The eluate is concentrated by evaporation and the residue is washed with petroleum ether, affording 8.1 g (88% of theory) of 3,4-bis(methylamino)-6-phenyl-4H-1,2,4-triazin-5-one with a melting point of 150°-151° C.

Workup

  1. concentrationThe resultant clear orange solution is concentrated by evaporation
  2. customthe residue is chromatographed through silica gel
  3. washeluted with a 95:5 mixture of methylene chloride/ether
  4. concentrationThe eluate is concentrated by evaporation
  5. washthe residue is washed with petroleum ether

Sources & evidence

ORD record
ord-4ba3a0b3c47849a19d167306e68c82bb
Source dataset
uspto-grants-1989_01
Patent number
US04801708

Reaction notes

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