Water → HCID 14879316, compound

HRID 1885812Notes

Reaction equation

HRID 1885812 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[N:15]=[CH:14][NH:13][N:12]=1)([O-:3])=[O:2].[CH2:16]([N:18]([CH2:22][CH3:23])[C:19](Cl)=[O:20])[CH3:17].C(=O)([O-])[O-].[K+].[K+].O>CC(C)=O>[CH2:16]([N:18]([CH2:22][CH3:23])[C:19]([N:13]1[CH:14]=[N:15][C:11]([S:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])=[N:12]1)=[O:20])[CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 6916Diethylcarbamoyl chlorideHCID 11430Potassium CarbonateHCID 178526594HCID 178526594, compound

Product 1

HCID 14879316HCID 14879316, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3-(2-Nitrophenylthio)-1,2,4-triazole (4 g) and diethyl carbamoyl chloride (2.71 g) are dissolved in acetone (50 ml) and potassium carbonate (5.5 g) is added, followed by reaction for 5 h under reflux with stirring. After cooling, water (100 ml) is added to the reaction solution, whereupon the crystal of the end product precipitates. After drying, the crystal is recrystallized from ethyl acetate/n-hexane to produce the titled compound, 1-(diethylcarbamoyl)-3-(2-nitrophenylthio)-1,2,4-triazole, in an amount of 5.08 g; yield, 87.8%; m.p. 101°-103° C.

Workup

  1. customfollowed by reaction for 5 h
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. customprecipitates
  5. customAfter drying
  6. customthe crystal is recrystallized from ethyl acetate/n-hexane

Sources & evidence

ORD record
ord-7085d49f2df947ea808e62ffcb4fac25
Source dataset
uspto-grants-1992_09
Patent number
US05147445

Reaction notes

Loading…