Thionyl Chloride → HCID 21283733, compound

HRID 2232454Notes

Reaction equation

HRID 2232454 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])[N:10]([CH2:23][CH2:24]O)[N:9]=1.S(Cl)([Cl:28])=O>C1(C)C=CC=CC=1>[Cl:28][CH2:24][CH2:23][N:10]1[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])=[N:12][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[N:9]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21283724HCID 21283724, compound

Product 1

HCID 21283733HCID 21283733, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.1 g of 3-(o-chlorophenyl)-1-(2-hydroxyethyl)-5-(o-trifluoromethyl-phenyl)-1H-1,2,4-triazole, 1.09 g of thionyl chloride and 5 ml of toluene is heated at reflux temperature for 4 hours. The reaction mixture is then evaporated, the residue is taken up in diethyl ether, the soluton is washed twice with 5% sodium bicarbonate solution, dried over anhydrous magnesium sulphate and evaporated. In this manner there is obtained 1-(2-chloroethyl)-3-(o-chlorophenyl)-5-(o-trifluoromethyl-phenyl)-1H-1,2,4-triazole, m.p. 66°-68° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 4 hours
  3. customThe reaction mixture is then evaporated
  4. washthe soluton is washed twice with 5% sodium bicarbonate solution
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-3631550b10804d75814189c47c9c25d3
Source dataset
uspto-grants-1988_11
Patent number
US04788210

Reaction notes

Loading…