Hydrazinecarboxylic acid, ethyl ester → Ethyl-3-(1-methyl-2-oxo(2H)quinoxalin-3-yl)carbazate

HRID 435102

Reaction equation

HRID 435102 reaction equation
Cl[C:2]1[C:3](=[O:13])[N:4]([CH3:12])[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[C:14]([O:18][CH2:19][CH3:20])(=[O:17])[NH:15][NH2:16]>C(#N)C>[CH2:19]([O:18][C:14](=[O:17])[NH:15][NH:16][C:2]1[C:3](=[O:13])[N:4]([CH3:12])[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:20]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 14710883-Chloro-1-methyl-1,2-dihydroquinoxalin-2-one

Product 1

HCID 13192930Ethyl-3-(1-methyl-2-oxo(2H)quinoxalin-3-yl)carbazate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
9 °C

Procedure

A solution of 152 g. (0.78 m.) of 3-chloro-1-methyl-1H-quinoxalin-2-one, 116 g. (1.1 m.) of ethyl carbazate and 1 l. of acetonitrile is refluxed for 16 hours. The mixture is cooled to 9° C. and the product collected by filtration and used directly for cyclization.

Workup

  1. filtrationthe product collected by filtration

Sources & evidence

ORD record
ord-524da58c8bf04d29a4c2c0c994e287c1
Source dataset
uspto-grants-1983_08
Patent number
US04400382

Linked notes

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