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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472933Generated: October 30, 2026

Methyl {4-[(cyclohexylmethyl)amino]-3-nitrophenyl}carbamate → Methyl {3-amino-4-[(cyclohexylmethyl)amino]phenyl}carbamate

https://huagongshe.com/reaction/472933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl {4-[(cyclohexylmethyl)amino]-3-nitrophenyl}carbamateHCID 57591003—
SolventEthyl AcetateHCID 8857—
SolventPalladiumHCID 23938—
ProductMethyl {3-amino-4-[(cyclohexylmethyl)amino]phenyl}carbamateHCID 57591006—

Reaction Steps

Methyl {4-[(cyclohexylmethyl)amino]-3-nitrophenyl}carbamate (1.05 g, 3.42 mmol) was dissolved in 30 mL of EtOAc containing a catalytic amount of 10% Pd/C. The solution was shaken in a Parr hydrogenation apparatus under H2 atmosphere (40 psi) at rt overnight. The solution was filtered through Celite and the solvent evaporated. The product was directly used for the next step without further purification. Yield: 950 mg (99%). MS (ESI) (M−1-H)+ 277.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633235B2
Source datasetuspto-grants-2014_01
ORD IDord-ad41b735935e4e56903ed6a011e626fb
Source noteuspto-grants-2014_01