Chloroacetyl chloride → HCID 13228327, compound

HRID 358025Notes

Reaction equation

HRID 358025 reaction equation
[CH:1]1[N:5]2[C:6]3[C:11]([NH:12][CH2:13][C:4]2=[N:3][C:2]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][CH:9]=[CH:8][CH:7]=3.[Cl:19][CH2:20][C:21](Cl)=[O:22]>CN(C)C=O>[Cl:19][CH2:20][C:21]([N:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[CH:1]=[C:2]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:3]=[C:4]2[CH2:13]1)=[O:22]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 13228326Ethyl 4,5-dihydroimidazo[1,2-a]quinoxaline-2-carboxylate

Product 1

HCID 13228327HCID 13228327, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2 g of ethyl 4,5-dihydroimidazo[1,2-a]quinoxaline-2-carboxylate in 20 ml of dry dimethylformamide was treated with 2 ml of chloroacetyl chloride and the mixture was stirred overnight. A white solid settled out and was filtered off and crystallized from ethanol to obtain 2.27 g (86% yield) of ethyl 4,5-dihydro-5-chloroacetylimidazo[1,2-a]quinoxaline-2-carboxylate melting at 178°-83° C.

Workup

  1. filtrationwas filtered off
  2. customcrystallized from ethanol

Sources & evidence

ORD record
ord-a5d4224edc974d58b6600581ba4a3629
Source dataset
uspto-grants-1984_08
Patent number
US04464373

Reaction notes

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