Formic Acid → 5-Formamido-3-mercapto-1,2,4-triazole

HRID 275038Notes

Reaction equation

HRID 275038 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([SH:7])[N:3]=1.[CH:8](O)=[O:9]>>[CH:8]([NH:1][C:2]1[NH:6][N:5]=[C:4]([SH:7])[N:3]=1)=[O:9]

Participants

3

Procedure

A 500 ml, 3-necked flask equipped with a mechanical stirrer, a reflux condenser with nitrogen outlet and a thermometer was charged with 24.4 g (0.2 mole of 95 percent) of 5-amino-3-mercapto-1,2,4-triazole and 140 ml of formic acid. The mixture was heated to reflux with stirring for 4 hours and allowed to cool to room temperature. The solids present were collected by filtration, washed with water, and dried to obtain 28.2 g (98 percent of theory) of the title compound as a white solid, m.p. 260°-262° C. The infrared spectrum was consistent with the assigned structure, having a carbonyl stretch at 1700 cm-1, as was the mass spectrum, having a parent peak at 144 (M+).

Workup

  1. customA 500 ml, 3-necked flask equipped with a mechanical stirrer, a reflux condenser with nitrogen outlet
  2. temperatureThe mixture was heated
  3. temperatureto reflux
  4. filtrationThe solids present were collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-658d7bdb74c849e9b36d9f045affcaa6
Source dataset
uspto-grants-1995_02
Patent number
US05391759

Reaction notes

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