Ethyl bromopyruvate → 1-Carbethoxycarbonylmethyl-2-amino-3-carbamoyl-quinoxalinium bromide

HRID 126773Notes

Reaction equation

HRID 126773 reaction equation
[NH2:1][C:2]1[C:11]([C:12](=[O:14])[NH2:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.ClC1C(C(OCC)=O)=NC2C(=CC=CC=2)N=1.[Br:31][CH2:32][C:33](=[O:39])[C:34]([O:36][CH2:37][CH3:38])=[O:35]>C(COC)OC>[Br-:31].[C:34]([C:33]([CH2:32][N+:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:10]=[C:11]([C:12](=[O:14])[NH2:13])[C:2]=1[NH2:1])=[O:39])([O:36][CH2:37][CH3:38])=[O:35]

Participants

5

Reactant 3

HCID 66144Ethyl bromopyruvateHCID 8169723-Aminoquinoxaline-2-carboxamideHCID 12283436Ethyl 3-Chloroquinoxaline-2-carboxylate

Product 1

HCID 202879831-Carbethoxycarbonylmethyl-2-amino-3-carbamoyl-quinoxalinium bromide

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of 1 g of 2-amino-3-carbamoyl-quinoxaline prepared from 2-chloro-3-carbethoxy-quinoxaline by the method of Gowenlock et al [J. Chem. Soc., 1945, p. 622-5] in 50 ml of dimethoxy ethane and ethyl bromopyruvate was stirred for 2 days and was filtered to obtain 1.44 g of 1-carbethoxycarbonylmethyl-2-amino-3-carbamoyl-quinoxalinium bromide as a yellow crystalline solid.

Workup

  1. filtrationwas filtered

Sources & evidence

ORD record
ord-fabeff5d55234d1384552be2114d2314
Source dataset
uspto-grants-1981_03
Patent number
US04254123

Reaction notes

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