Ethyl bromopyruvate → 2-Amino-carbethoxycarbonylmethyl-quinoxalinium bromide

HRID 236314Notes

Reaction equation

HRID 236314 reaction equation
[NH2:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Br:12][CH2:13][C:14](=[O:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(COC)OC>[Br-:12].[NH2:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N+:3]=1[CH2:13][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:20]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 2245732-Aminoquinoxaline

Product 1

HCID 202170592-Amino-carbethoxycarbonylmethyl-quinoxalinium bromideYield 74.9%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of 0.9 g of 2-amino-quinoxaline, 1.25 g of ethyl bromopyruvate and 25 ml of dimethoxyethane was stirred overnight at room temperature and was filtered to obtain 1.58 g of 2-amino-carbethoxycarbonylmethyl-quinoxalinium bromide in the form of a pale yellow crystalline solid.

Workup

  1. filtrationwas filtered

Sources & evidence

ORD record
ord-86153fa89acd40bf8ebe10d8b27dc514
Source dataset
uspto-grants-1987_02
Patent number
US04644002

Reaction notes

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