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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615272Generated: October 25, 2026

Ammonia → Bis(4-octoxycarbonylaminocyclohexyl)methane

https://huagongshe.com/reaction/615272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4,4'-DiaminodicyclohexylmethaneHCID 15660—
ReactantCarbamic acid, octyl esterHCID 16240—
ProductBis(4-octoxycarbonylaminocyclohexyl)methaneHCID 20429700—

Reaction Conditions

Temperature100 °C

Reaction Steps

Agitated in a reaction vessel are 210 parts of 4,4'-diaminodicyclohexylmethane with 360 parts of O-octyl carbamate and 150 parts of n-octanol-(1) at a reflux temperature of 185° C.-205° C. for 2 hours while the ammonia is removed by means of distillation. At this point, an additional 650 parts of n-octanol are allowed to flow into the reaction mixture and the reaction is continued at reflux temperature for 10 hours. The reaction mixture, which has been cooled to 100° C., is filtered, and the product is allowed to crystallize by cooling the filtrate. By filtration, washing with octanol and drying, 468 parts of bis(4-octoxycarbonylaminocyclohexyl)methane, C31H58N2O4 (molecular weight 522) are obtained corresponding with 89.6 percent theory relative to 4,4'-bisaminodicyclohexylmethane. The melting point is 129° C.-130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04497963
Source datasetuspto-grants-1985_02
ORD IDord-67ea79eddd204a538f2800a67b2c474a
Source noteuspto-grants-1985_02