Cyclohexane → HCID 12851605, compound

HRID 1156720Notes

Reaction equation

HRID 1156720 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[C:11](Cl)(=[O:14])[CH2:12][CH3:13].C1CCCCC1>C1(C)C=CC=CC=1>[C:11]([NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1)(=[O:14])[CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 8078CyclohexaneHCID 62324Propionyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Product 1

HCID 12851605HCID 12851605, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
-15 °C

Procedure

A solution of 21.8 grams (0.1 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 18.5 grams (0.2 mole) propionyl chloride in 300 milliliters toluene was refluxed at about 110° C. for 14 hours. The product precipitated (18.4 grams, 91% yield) upon cooling to -15° C. and was isolated by filtration. A pure product of m.p. 150.0° C. was obtained by recrystallization from cyclohexane.

Workup

  1. customThe product precipitated (18.4 grams, 91% yield)
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-9a085f2247e64368b3a73f1d36bcaf7e
Source dataset
uspto-grants-1982_06
Patent number
US04337081

Reaction notes

Loading…