HCID 19373629, compound → HCID 19373684, compound

HRID 1491786Notes

Reaction equation

HRID 1491786 reaction equation
Cl.[CH3:2][CH:3]([CH3:11])[CH2:4][CH2:5][NH:6][C:7](=[O:10])[NH:8][NH2:9].[CH:12]([O-])([O-])OCC>>[CH3:2][CH:3]([CH3:11])[CH2:4][CH2:5][N:6]1[CH:12]=[N:9][NH:8][C:7]1=[O:10]

Participants

3

Reactant 2

HCID 19373629HCID 19373629, compoundHCID 53630039Ethylorthoformate

Product 1

HCID 19373684HCID 19373684, compoundYield 63%

Conditions

Temperature
110 °C

Procedure

A mixture of 13.0 g of 4-(3-methylbutyl)semicarbazide-hydrochloride (71.6 mmol) and 60 ml of ethyl orthoformate was stirred at 110° C. for two hours. After cooling, the mixture was subjected to column chromatography using silica-gel (eluate; ethyl acetate:hexane=1:2 to 2:1 to ethyl acetate to ethyl acetate:methanol=10:1). The desired fraction was concentrated. The crystals thus given was recrystallized from ethyl acetate-petroleum ether to give 7.0 g of 4-(3-methylbutyl)-3(2H,4H)-1,2,4-triazolone (63%) as colorless needles.

Workup

  1. temperatureAfter cooling
  2. concentrationThe desired fraction was concentrated
  3. customThe crystals thus given was recrystallized from ethyl acetate-petroleum ether

Sources & evidence

ORD record
ord-7928a8fc5fb44c1ea8592b93a51fbbdd
Source dataset
uspto-grants-1994_12
Patent number
US05371101

Reaction notes

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