Benzoyl chloride → HCID 68518059, compound

HRID 1717231Notes

Reaction equation

HRID 1717231 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH2:13][CH2:14][CH3:15])=[C:11]([C:16]([NH:18][CH:19]3[CH2:21][CH2:20]3)=[O:17])[N:10]=[N:9]2)=[CH:4][CH:3]=1.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCl>[C:22]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH2:13][CH2:14][CH3:15])=[C:11]([C:16]([NH:18][CH:19]3[CH2:20][CH2:21]3)=[O:17])[N:10]=[N:9]2)=[CH:4][CH:3]=1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 685175481-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide

Product 1

HCID 68518059HCID 68518059, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide (0.34 g) obtained in Example 1d) in dichloromethane (24 ml) was added benzoyl chloride (0.14 ml) under ice-cooling, and the mixture was stirred for 30 min and at room temperature for 3 hr. The reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the precipitated solid was washed with ethyl acetate to give the title compound as a white powder (0.36 g, 78%).

Workup

  1. temperaturecooling
  2. washThe reaction mixture was washed with saturated aqueous sodium hydrogen carbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. washthe precipitated solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-6a09948c2e334d98ade798c8c4fa13c2
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

Loading…