Ethyl Acetate → HCID 13423750, compound

HRID 1381102Notes

Reaction equation

HRID 1381102 reaction equation
[Cl:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[H-].[Na+].Cl.[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20]Cl.C(OCC)(=O)C>CN(C)C=O.O>[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][N:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[Cl:1]

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 23392Picolyl chloride hydrochlorideHCID 24758Sodium hydrideHCID 785722-Chlorobenzimidazole

Product 1

HCID 13423750HCID 13423750, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

61.0 g of 2-chlorobenzimidazole are first added at 25° C. to a suspension of 41.9 g of sodium hydride (55-60% dispersion) in 500 ml of dimethylformamide, and 66.0 g of 2-picolyl chloride-hydrochloride are then added. The mixture is stirred for 1 hour at room temperature and for a further 2 hours at 60° C. After dilution with 1 liter of ethyl acetate, 250 ml of water are carefully added dropwise, the phases are separated, and the ethyl acetate phase is concentrated in vacuo. The remaining product melts at 75°-77° C.

Workup

  1. additionare then added
  2. customthe phases are separated
  3. concentrationthe ethyl acetate phase is concentrated in vacuo

Sources & evidence

ORD record
ord-4f83a61e61b04569b74e0846428e53ae
Source dataset
uspto-grants-1986_04
Patent number
US04585775

Reaction notes

Loading…