Sulfuric Acid → 2-(Trichloromethyl)-1,3,4-thiadiazole

HRID 2083024Notes

Reaction equation

HRID 2083024 reaction equation
[Cl:1][C:2]([Cl:13])([Cl:12])[C:3]1[S:4][C:5](C(Cl)(Cl)Cl)=[N:6][N:7]=1.OS(O)(=O)=O>>[Cl:1][C:2]([Cl:13])([Cl:12])[C:3]1[S:4][CH:5]=[N:6][N:7]=1

Participants

3

Reactant 2

HCID 1118Sulfuric Acid2×HCID 126396672,5-Bis(trichloromethyl)-1,3,4-thiadiazole

Product 1

HCID 126397022-(Trichloromethyl)-1,3,4-thiadiazoleYield 92%

Procedure

At 180° to 190° C and over a period of 0.1 hour, a solution of 160.5 parts of 2,5-bis-trichloromethyl-1,3,4-thiadiazole in 200 parts by volume of concentrated H2SO4 is introduced into 100 parts by volume of concentrated H2SO4. The mixture is heated at 170° to 180° C for 0.15 hour, and then poured on to 2,000 parts of ice. The precipitated solid is suction filtered and washed with water. There is obtained 94 parts (92% of theory) of 2-trichloromethyl-1,3,4-thiadiazole; m.p.:57° C.

Workup

  1. temperatureThe mixture is heated at 170° to 180° C for 0.15 hour
  2. additionpoured on to 2,000 parts of ice
  3. filtrationfiltered
  4. washwashed with water

Sources & evidence

ORD record
ord-19418c8fd78840f1a74654f2c78e884b
Source dataset
uspto-grants-1978_04
Patent number
US04083986

Reaction notes

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