Ethyl bromopyruvate → 1-Carbethoxycarbonylmethyl-2-amino-6,7-dichloro-quinoxalinium bromide

HRID 126770

Reaction equation

HRID 126770 reaction equation
[NH2:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:13])=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.[Br:14][CH2:15][C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18]>O1CCCC1>[Br-:14].[C:17]([C:16]([CH2:15][N+:3]1[C:4]2[C:9](=[CH:8][C:7]([Cl:12])=[C:6]([Cl:13])[CH:5]=2)[N:10]=[CH:11][C:2]=1[NH2:1])=[O:22])([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 140675186,7-Dichloroquinoxalin-2-amine

Product 1

HCID 202879781-Carbethoxycarbonylmethyl-2-amino-6,7-dichloro-quinoxalinium bromideYield 26.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.2 g of the product of Step A, 0.2 g of ethyl bromopyruvate and 15 ml of anhydrous tetrahydrofuran was stirred at room temperature for 24 hours and was filtered to obtain 0.1 g of 1-carbethoxycarbonylmethyl-2-amino-6,7-dichloro-quinoxalinium bromide as a pale yellow crystalline solid. The filtrate was allowed to stand for several days and was then filtered to obtain 0.065 g of the said compound as a yellowish brown solid for a total yield of 0.165 g.

Workup

  1. filtrationwas filtered

Sources & evidence

ORD record
ord-1c68248c28fc4b65a6ce56a23f06e1d9
Source dataset
uspto-grants-1981_03
Patent number
US04254123

Linked notes

Loading…