Phosgene → 2-(2-Methylpropyloxycarbonyl)hydrazinecarbonyl chloride

HRID 615908Notes

Reaction equation

HRID 615908 reaction equation
[C:1]([O:5][CH2:6][CH:7]([CH3:9])[CH3:8])(=[O:4])[NH:2][NH2:3].C(OCC)(=O)NN.[C:17](Cl)([Cl:19])=[O:18]>C(OCC)C>[CH3:8][CH:7]([CH3:9])[CH2:6][O:5][C:1]([NH:2][NH:3][C:17]([Cl:19])=[O:18])=[O:4]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 18779866Hydrazinecarboxylic acid isobutyl ester

Product 1

HCID 204068652-(2-Methylpropyloxycarbonyl)hydrazinecarbonyl chloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Example 1 was repeated but substituting iso-butyl carbazate (24.75 g, 0.6 mole) for the ethyl carbazate and using phosgene (20 ml, 0.3 mole) in diethyl ether. 2-(2-methylpropyloxycarbonyl)hydrazinecarbonyl chloride was isolated as a viscous oil (31 g, 84%) whose ir spectrum was similar to that of 2-ethoxycarbonylhydrazinecarbonyl chloride.

Sources & evidence

ORD record
ord-58c7e5bc0a2548cca94e3723dcdacf7d
Source dataset
uspto-grants-1985_02
Patent number
US04501860

Reaction notes

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