Sulfuric Acid → HCID 178441961, compound

HRID 1105657Notes

Reaction equation

HRID 1105657 reaction equation
S(=O)(=O)(O)[OH:2].[C:6]([C:12]#N)(=O)[C:7]([CH3:10])([CH3:9])[CH3:8].[NH2:14][NH:15][C:16]([NH:18][NH2:19])=[S:17]>O.Cl>[NH2:14][N:15]1[C:12](=[O:2])[C:6]([C:7]([CH3:10])([CH3:9])[CH3:8])=[N:19][N:18]=[C:16]1[SH:17]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 945273,3-Dimethyl-2-oxobutanenitrileHCID 2724189Thiocarbohydrazide

Product 1

HCID 178441961HCID 178441961, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

200 ml of concentrated sulphuric acid and then 72 g of water were added dropwise to 111 g (1 mol) of pivaloyl cyanide at 20° to 25° C. The reaction mixture was subsequently stirred at 20° to 25° C. for 20 hours and was added to a solution of 106 g (1 mol) of thiocarbohydrazide in 500 ml of water and 150 ml of concentrated hydrochloric acid at the above temperature. The mixture was subsequently stirred at 80° to 90° C. for 2 hours, cooled to 5° to 10° C. and filtered. The solid residue was recrystallized from methanol. 130 g (65% of theory) of 4-amino-6-tert.-butyl-3-mercapto-1,2,4-triazin-5(4H)-one (VII) of melting point 216° C. were obtained.

Workup

  1. stirringThe mixture was subsequently stirred at 80° to 90° C. for 2 hours
  2. temperaturecooled to 5° to 10° C.
  3. filtrationfiltered
  4. customThe solid residue was recrystallized from methanol

Sources & evidence

ORD record
ord-6ceee8f6cdfa4ecbac4b328cb5d71d7a
Source dataset
uspto-grants-1982_01
Patent number
US04309538

Reaction notes

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