Cyclohexylamine → HCID 22617106, compound

HRID 1067925Notes

Reaction equation

HRID 1067925 reaction equation
C(O[C:5]([O:12][CH2:13][CH2:14][CH3:15])=[N:6][NH:7][C:8]([O:10]C)=O)CC.[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>CO>[CH:16]1([N:22]2[C:5]([O:12][CH2:13][CH2:14][CH3:15])=[N:6][NH:7][C:8]2=[O:10])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 22617107HCID 22617107, compound

Product 1

HCID 22617106HCID 22617106, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an autoclave, 2.04 g of methyl N′-dipropoxymethylenehydrazinecarboxylate (8.9 mmol) and 3.23 g of cyclohexylamine (32.2 mmol) were initially charged in 25.8 g of methanol. After 5 hours at 110° C., the solvent was distilled off and the crude 4-methyl-5-cyclohexyloxy-2,4-dihydro-1,2,4-triazol-3-one (1.3 g) was purified by column chromatography (mobile phase: ethyl acetate). This gave 0.37 g (18%) of pure product. Melting point: 132-136° C.

Workup

  1. distillationthe solvent was distilled off
  2. customthe crude 4-methyl-5-cyclohexyloxy-2,4-dihydro-1,2,4-triazol-3-one (1.3 g) was purified by column chromatography (mobile phase: ethyl acetate)

Sources & evidence

ORD record
ord-3af7dd7916924634ba0b3c5d7f07d985
Source dataset
uspto-grants-2001_06
Patent number
US06248900B1

Reaction notes

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