Potassium Hydroxide → HCID 14171570, compound

HRID 1639250Notes

Reaction equation

HRID 1639250 reaction equation
Cl[C:2]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:3]=1[C:4]([C:6]1[N:7]([NH:11]C(=O)OCC)[CH:8]=[CH:9][CH:10]=1)=[O:5].[OH-].[K+]>C(O)C.O>[Cl:21][C:19]1[CH:20]=[CH:2][C:3]2[C:4](=[O:5])[C:6]3[N:7]([CH:8]=[CH:9][CH:10]=3)[NH:11][C:17]=2[CH:18]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 14171567HCID 14171567, compound

Product 1

HCID 14171570HCID 14171570, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of [2-(2,4-dichlorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester (102.4 g) in 500 ml of ethanol was treated with a solution of potassium hydroxide (84 g) in 200 ml of water and then the mixture was stirred under reflux for 1 hour. The ethanol was evaporated and the aqueous layer was washed with 3×500 ml of ether. The aqueous phase was then adjusted to pH 5 with 6N HCl and the product collected by filtration. Oven drying yielded 68 g of a yellow green powder, mp>300° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe ethanol was evaporated
  3. washthe aqueous layer was washed with 3×500 ml of ether
  4. filtrationthe product collected by filtration
  5. customOven drying

Sources & evidence

ORD record
ord-7de7d9f8987140e1a5183317df2c1b04
Source dataset
uspto-grants-1989_11
Patent number
US04883794

Reaction notes

Loading…