Potassium Hydroxide → 3-Cyano-4-carbamoyl-1,2,5-thiadiazole

HRID 1678867Notes

Reaction equation

HRID 1678867 reaction equation
[C:1]([C:3]1[C:7]([C:8]#[N:9])=[N:6][S:5][N:4]=1)#[N:2].[OH-:10].[K+]>O>[C:1]([C:3]1[C:7]([C:8](=[O:10])[NH2:9])=[N:6][S:5][N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 38252271,2,5-Thiadiazole-3,4-dicarbonitrile2×

Product 1

HCID 203646513-Cyano-4-carbamoyl-1,2,5-thiadiazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

First, one mole of solid 3,4-dicyano-1,2,5-thiadiazole (II) is suspended in a quantity of water sufficient to obtain an easily stirrable mixture. Then, under stirring, there are admixed from 0.01 to 0.8 mole of KOH in the form of an aqueous solution. There occurs an exothermic reaction which is controlled by cooling so as to maintain a temperature of about 20° to 50° C. At this stage the 3,4-dicyano-1,2,5-thiadizole (II) passes into solution, hydrating to form 3-cyano-4-carbamoyl-1,2,5-thiadiazole (III), which may be separated as a solid if one operates at 20° to 35° C, or which will remain in solution if one operates at higher temperatures up to 50° C. This ends the first stage of the reaction.

Workup

  1. customto obtain an easily stirrable mixture
  2. customan exothermic reaction which
  3. temperatureby cooling so as
  4. temperatureto maintain a temperature of about 20° to 50° C

Sources & evidence

ORD record
ord-83997409c58e476d8c55dafd6f708e66
Source dataset
uspto-grants-1978_03
Patent number
US04077966

Reaction notes

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