Acetic Anhydride → HCID 178474478, compound

HRID 275036Notes

Reaction equation

HRID 275036 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([SH:7])[N:3]=1.[C:8](OC(=O)C)(=[O:10])[CH3:9]>C(O)(=O)C>[C:8]([NH:1][C:2]1[NH:6][N:5]=[C:4]([SH:7])[N:3]=1)(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178509066HCID 178509066, compound

Product 1

HCID 178474478HCID 178474478, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
10 °C

Procedure

To a 2 l, 3-necked flask equipped with an efficient stirrer, reflux condenser, and thermometer was added 116 g (1.0 mole) of 5-amino-3-mercapto-1,2,4--triazole, 1 l of glacial acetic acid and 153 g (1.5 moles) of acetic anhydride. The mixture was heated to reflux (118°-120°) with stirring for 2 hours and then cooled to about 10° C. Recovery of the solids present by filtration and drying resulted in about 102 g (65 percent of theory) of the title compound, m.p. 326°-328° (dec.), a white, crystalline solid. A sample purified by washing with 2-propanol and drying melted at 336° C. (dec.). The carbon nmr spectrum of this compound was consistent with the assigned structure, having absorptions at 169.29, 164.99, 144.77, and 22.73 ppm as were the proton nmr spectrum, having an absorption at -2.00 ppm, and the elemental (C, H, and N) analysis.

Workup

  1. customTo a 2 l, 3-necked flask equipped with an efficient stirrer
  2. temperaturereflux condenser
  3. temperatureThe mixture was heated
  4. temperatureto reflux (118°-120°)
  5. filtrationRecovery of the solids present by filtration
  6. customdrying

Sources & evidence

ORD record
ord-195883c9c5a447d983e9fc803613221d
Source dataset
uspto-grants-1995_02
Patent number
US05391759

Reaction notes

Loading…