Reaction #1509584

ord-b00a81a637e24c7484f079f5e968f4db

Reaction equation

O=C(NCc1cccc([N+](=O)[O-])c1)NC1CCCCC1
1-Cyclohexyl-3-(3-nitro-benzyl)-urea
CN(C)C=O
DMF
Nc1cccc(CNC(=O)NC2CCCCC2)c1
title compound
Yield 84.1%
Nc1cccc(CNC(=O)NC2CCCCC2)c1
1-(3-Amino-benzyl)-3-cyclohexyl-urea
Yield 84.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONUnder stirring aqueous hydrazine solution (2.5 ml, 80%) was added
  2. 2
    Filtrationfiltered
  3. 3
    OtherThe solution was evaporated i.v

Procedure

1-Cyclohexyl-3-(3-nitro-benzyl)-urea (4 g) was suspended in ethanol (70 ml) and Raney nickel (2 g) was added. Under stirring aqueous hydrazine solution (2.5 ml, 80%) was added. DMF was added (50 ml) and the reaction mixture was stirred for additional 2 h and filtered. The solution was evaporated i.v. affording the title compound (3 g, Rf=0.43 DCM/ethanol 19:1).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045323E1uspto-grants-2015_01