Dimethylamine → HCID 15585261, compound

HRID 442102Notes

Reaction equation

HRID 442102 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[N:11][N:10]=[C:9]2[CH2:14]Cl)=[C:4]([C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[O:17])[CH:3]=1.[CH3:24][NH:25][CH3:26]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[N:11][N:10]=[C:9]2[CH2:14][N:25]([CH3:26])[CH3:24])=[C:4]([C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[O:17])[CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13243692HCID 13243692, compound

Product 1

HCID 15585261HCID 15585261, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.25 g of 4-[4-bromo-2-(2-pyridinecarbonyl)phenyl]-3-chloromethyl-5-methyl-4H-1,2,4-triazole, 10 ml. of ethanol and 0.5 ml. of dimethylamine is refluxed for 1.5 hours. After evaporation of the solvent, the residue is diluted with water and extracted with chloroform. The chloroform extract is washed with water, dried over sodium sulfate, followed by evaporation of the solvent to give 4-[4-bromo-2-(2-pyridinecarbonyl)phenyl]-3-dimethylaminomethyl-5-methyl-4H-1,2,4-triazole as colorless crystals. Recrystallization from a mixture of acetone and n-hexane gives colorless prisms, melting at 127° to 128° C.

Workup

  1. customAfter evaporation of the solvent
  2. additionthe residue is diluted with water
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. washis washed with water
  6. dry with materialdried over sodium sulfate
  7. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-6916506744fd4b3e94a9757bdc9fce88
Source dataset
uspto-grants-1977_08
Patent number
US04044129

Reaction notes

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