Ethyl chloroformate → ethyl N-cyclohexyl-N-[2-[cyclohexyl(ethoxycarbonyl)amino]ethyl]carbamate

HRID 615903

Reaction equation

HRID 615903 reaction equation
[CH:1]1([NH:7][CH2:8][CH2:9][NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:17](Cl)(=[O:21])[O:18][CH2:19][CH3:20].[OH-:23].[Na+]>C(Cl)(Cl)Cl>[CH:11]1([N:10]([C:17]([O:18][CH2:19][CH3:20])=[O:23])[CH2:9][CH2:8][N:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:17]([O:18][CH2:19][CH3:20])=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 273886N,N'-Dicyclohexyl-1,2-ethanediamine

Product 1

HCID 332259ethyl N-cyclohexyl-N-[2-[cyclohexyl(ethoxycarbonyl)amino]ethyl]carbamate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The N,N'-dicyclohexyl-N,N'-bis(ethoxycarbonyl)-ethylenediamine (m.p. 108° C.) is prepared by reacting N,N'-dicyclohexylethylenediamine with ethyl chlorocarbonate in chloroform at 10°-20° C. in the presence of aqueous NaOH. The obtained product has a purity of 99.7% and is used directly.

Workup

  1. customat 10°-20° C.

Sources & evidence

ORD record
ord-3de52790a5344680a863d9a4a420ec80
Source dataset
uspto-grants-1985_02
Patent number
US04501837

Linked notes

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