Potassium Carbonate → HCID 23325147, compound

HRID 1380463Notes

Reaction equation

HRID 1380463 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.[OH:13][C:14]1[CH:32]=[CH:31][C:17]([O:18][CH:19]([CH3:30])[C:20]([O:22][CH2:23][CH2:24][NH:25][C:26](=[O:29])[O:27][CH3:28])=[O:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([O:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH:19]([CH3:30])[C:20]([O:22][CH2:23][CH2:24][NH:25][C:26](=[O:29])[O:27][CH3:28])=[O:21])=[CH:31][CH:32]=1)[CH:11]=[N:10]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 877482,6-DichloroquinoxalineHCID 23325175HCID 23325175, compound

Product 1

HCID 23325147HCID 23325147, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.99 g of 2,6-dichloroquinoxaline, 2.83 g of methyl 2-[[2-(4-hydroxyphenoxy)propionyl]oxy]ethylcarbamate, 1.4 g of potassium carbonate and 20 ml of N,N-dimethylformamide is stirred at room temperature overnight. For the working-up, the mixture is poured on to ice-water and extracted with ethyl acetate. The extracts are washed with water and sodium chloride solution, dried over sodium sulphate and evaporated. By chromatography on silica gel with hexane/ethyl acetate (2:1) there is obtained pure methyl 2-[[2-[p-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propionyl]oxy]ethylcarbamate; m.p. 103°-104.5° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extracts are washed with water and sodium chloride solution
  3. dry with materialdried over sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-cb20b94b50e145ab9e026b08a1ab4bb1
Source dataset
uspto-grants-1986_04
Patent number
US04582526

Reaction notes

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