Dimethylamine → 1-Methyl-5-(2-dimethylaminomethylphenyl)-3-(3-chlorophenyl)-1,2,4-triazole

HRID 1111867Notes

Reaction equation

HRID 1111867 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13]Br)=[N:5][C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=2)=[N:3]1.[CH3:22][NH:23][CH3:24]>C1C=CC=CC=1>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13][N:23]([CH3:24])[CH3:22])=[N:5][C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=2)=[N:3]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 213219331-Methyl-3-(3-chlorophenyl)-5-(2-bromomethylphenyl)-1,2,4-triazole

Product 1

HCID 213219321-Methyl-5-(2-dimethylaminomethylphenyl)-3-(3-chlorophenyl)-1,2,4-triazoleYield 86%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 4. g. of 1-methyl-3-(3-chlorophenyl)-5-(2-bromomethylphenyl)-1,2,4-triazole in 50 ml. of anhydrous benzene, 8.8 ml. of a benzene solution containing 20% of dimethylamine are added maintaining the temperature at about 5°-10° C. The mixture is maintained under stirring for 16 hours and then washed with 10% sodium hydroxide and with an aqueous solution of sodium chloride. The organic solution is dried over sodium sulfate and then evaporated. The crude product is purified by distillation at 175° C/0.07 mm Hg. Yield 86%.

Workup

  1. additionare added
  2. temperaturemaintaining the temperature at about 5°-10° C
  3. temperatureThe mixture is maintained
  4. washwashed with 10% sodium hydroxide and with an aqueous solution of sodium chloride
  5. dry with materialThe organic solution is dried over sodium sulfate
  6. customevaporated
  7. distillationThe crude product is purified by distillation at 175° C/0.07 mm Hg

Sources & evidence

ORD record
ord-de4558c2e1904b33aafd5a0c9378ac04
Source dataset
uspto-grants-1978_10
Patent number
US04119635

Reaction notes

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