Potassium thiocyanate → 3-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

HRID 866748Notes

Reaction equation

HRID 866748 reaction equation
Cl[NH:2][C:3](=[NH:8])[C:4]([Cl:7])([Cl:6])[Cl:5].[S-:9][C:10]#[N:11].[K+]>CO>[Cl:5][C:4]([Cl:7])([Cl:6])[C:3]1[N:8]=[C:10]([NH2:11])[S:9][N:2]=1

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 178512228HCID 178512228, compound

Product 1

HCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

11.8 parts (0.06 mol) of N-chloro-trichloroacetamidine are dissolved in 35 parts by volume of 50% strength methanol. A solution of 6.5 parts (0.066 mol) of potassium thiocyanate is added dropwise to the above solution at 0 to 5° C. After standing for one hour at 0° to 5° C, a precipitate forms, which is filtered off after 4 hours and is recrystallised from aqueous alcohol with addition of active charcoal. 8.4 parts of 3-trichloromethyl-5-amino-1,2,4-thiadiazole are isolated. Melting point 192° to 194° C (with decomposition).

Workup

  1. filtrationa precipitate forms, which is filtered off after 4 hours
  2. customis recrystallised from aqueous alcohol with addition of active charcoal

Sources & evidence

ORD record
ord-54d81a71ca0747a9bf929fa52ff890cf
Source dataset
uspto-grants-1978_07
Patent number
US04101541

Reaction notes

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