Acetone → 4-(1H-1,2,4-triazole-1-yl)-2,8-bis-trifluoromethyl-quinoline

HRID 1030103Notes

Reaction equation

HRID 1030103 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[CH:3]=1.[NH:20]1[CH:24]=[N:23][CH:22]=[N:21]1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>O>[N:20]1([C:2]2[C:11]3[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[CH:3]=2)[CH:24]=[N:23][CH:22]=[N:21]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 27332474-Chloro-2,8-bis(trifluoromethyl)quinoline

Product 1

HCID 148378284-(1H-1,2,4-triazole-1-yl)-2,8-bis-trifluoromethyl-quinolineYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.0 g of 4-chloro-2,8-bis-trifluoromethyl-quinoline, 1.38 g of 1,2,4-triazole, 1.38 g of potassium carbonate and 30 ml of acetone is heated to boiling for 23 hours whereupon the reaction mixture is poured into 100 ml of water. The precipitated product is filtered, dissolved in 5 ml of ethanol, whereupon 5 ml of water are added. The precipitated product is filtered. Thus 2.42 g of the desired compound are obtained, yield: 73%, mp.: 106°-107° C.

Workup

  1. temperatureis heated
  2. filtrationThe precipitated product is filtered
  3. dissolutiondissolved in 5 ml of ethanol, whereupon 5 ml of water
  4. additionare added
  5. filtrationThe precipitated product is filtered

Sources & evidence

ORD record
ord-31f5ee3a7d6b45f0b43928c251bbb6d3
Source dataset
uspto-grants-1992_04
Patent number
US05104884

Reaction notes

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