1H-1,2,4-Triazole → 2-(1H-1,2,4-triazole-1-yl)-4-methyl-quinoline hydrochloride

HRID 1030105Notes

Reaction equation

HRID 1030105 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:13]1[CH:17]=[N:16][CH:15]=[N:14]1>ClC1C=CC=CC=1>[ClH:1].[N:13]1([C:2]2[CH:11]=[C:10]([CH3:12])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH:17]=[N:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 694492-Chloro-4-methylquinoline

Product 1

HCID 148378672-(1H-1,2,4-triazole-1-yl)-4-methyl-quinoline hydrochlorideYield 70%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.78 g of 2-chloro-4-methyl-quinoline, 0.76 g of 1,2,4-triazole and 10 ml of chloro benzene is stirred at 100° C. for 7 hours. The reaction mixture is cooled, the precipitated product is filtered, dissolved in 5 ml of ethanol and precipitated by adding 10 ml of ethyl ether. The precipitated product is filtered. Thus 1.72 g of the desired compound are obtained, yield 70%. Mp.: 193°-194° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationthe precipitated product is filtered
  3. dissolutiondissolved in 5 ml of ethanol
  4. customprecipitated
  5. additionby adding 10 ml of ethyl ether
  6. filtrationThe precipitated product is filtered

Sources & evidence

ORD record
ord-499653da3e57466babd6a1395caf48fb
Source dataset
uspto-grants-1992_04
Patent number
US05104884

Reaction notes

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