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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110554Generated: October 30, 2026

4,4-Diaminodiphenylmethane → HCID 18465586, compound

https://huagongshe.com/reaction/2110554

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4-DiaminodiphenylmethaneHCID 7577—
ReactantCyclohexanoneHCID 7967—
ReactantPotassium HydroxideHCID 14797—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 18465586HCID 18465586102.9%

Reaction Steps

30 ml of toluene was added to 4.000 g (20.175 mmol) of 4,4-methylenedianiline, 15.839 g (161.396 mmol) of cyclohexanone, and 10.0 g of molecular sieves (4 Å). The mixture was reacted at 100° C. for 2 days. The mixture was cooled to room temperature, molecular sieves were filtered, and dried in a vacuum at 60° C. to prepare 4-(4-(cyclohexylideneamino)benzyl)-N-cyclohexylidenebenzeneamine. The obtained product was dissolved in 60 ml of methanol, 4.576 g (121.047 mmol) of sodium borohydride was added thereto, and the mixture was reacted at room temperature for 2 hours. Then, the mixture was neutralized with 80 ml of 1 N KOH. An aqueous layer was extracted twice with 60 ml of M.C, and dried with MgSO4. Then, the obtained product was recrystallized in hexane and ethylacetate. As a result, 3.765 g of white solid product (Compound 1) was obtained (Yield: 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517940B2
Source datasetuspto-grants-2009_04
ORD IDord-1b4854039a734f48ae998f7dc9380c38
Source noteuspto-grants-2009_04