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

HRID 26647Notes

Reaction equation

HRID 26647 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 of about 5°-10° C. The mixture was 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 of about 5°-10° C
  3. temperatureThe mixture was 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-c9fe0519132644769caccd44d9e6c599
Source dataset
uspto-grants-1979_04
Patent number
US04151169

Reaction notes

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