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Methylamine → 2,4-Dihydro-5-methoxy-4-methyl-3H-1,2,4-triazol-3-one

HRID 1067921
Notes
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Reaction equation

HRID 1067921 reaction equation
[CH3:1][O:2][C:3](OC)=[N:4][NH:5][C:6]([O:8]C)=O.[CH3:12][NH2:13]>CO>[CH3:1][O:2][C:3]1[N:13]([CH3:12])[C:6](=[O:8])[NH:5][N:4]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6329MethylamineHCID 10986557HCID 10986557, compound

Product 1

HCID 108771452,4-Dihydro-5-methoxy-4-methyl-3H-1,2,4-triazol-3-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
70 °C

Procedure

8.11 g (0.05 mol) of methyl N′-dimethoxymethylenehydrazinecarboxylate were dissolved in 25.4 g of methanol and admixed with 3.26 g (0.105 mol) of methylamine, dissolved in methanol, and the mixture was heated in an autoclave at 70° C. for 14 hours. The reaction mixture was concentrated under reduced pressure and taken up in water (10 ml). The mixture was acidified by addition of conc. HCl. The crystals which precipitated at 4° C. were filtered off and dried. This gave 1.89 g (29.3%) of 5-methoxy-4-methyl-2,4-dihydro-1,2,4-triazol-3-one in the form of a colourless solid. Melting point 146-148° C.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe mixture was acidified by addition of conc. HCl
  3. customThe crystals which precipitated at 4° C.
  4. filtrationwere filtered off
  5. customdried

Sources & evidence

ORD record
ord-03288de3d1a74ba8ad443b15b9fdc0f6
Source dataset
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06248900B1

Reaction notes

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