Ethyl {N-[(4-nitrophenyl)amino]carbamoyl}formate → HCID 15919696, compound

HRID 1194649Notes

Reaction equation

HRID 1194649 reaction equation
[C:1]([NH:8][NH:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]>C(O)C.O1CCOCC1.[C].[Pd]>[C:1]([NH:8][NH:9][C:10]1[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]

Participants

5

Reactant 1

HCID 4554822Ethyl {N-[(4-nitrophenyl)amino]carbamoyl}formate

Product 1

HCID 15919696HCID 15919696, compoundYield 96.4%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Then, 25.3 g of the resulting 1-ethoxalyl-2-(p-nitrophenyl)hydrazine was dissolved in a mixed solvent of 300 ml ethanol and 200 ml dioxane. To the solution was added 20 g of 10% palladium-carbon to carry out catalytic reduction in the conventional manner to obtain 21.5 g of 1-ethoxalyl-2-(p-aminophenyl)hydrazine. m.p. 97°-99° C.

Sources & evidence

ORD record
ord-81c242645c99438f88b92f03161f66ba
Source dataset
uspto-grants-1989_03
Patent number
US04816373

Reaction notes

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