Isopropyl isocyanate → 1-Isopropylaminocarbonyl-4-nitroxypiperidine

HRID 1086487Notes

Reaction equation

HRID 1086487 reaction equation
[O:1]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)[N+:2]([O-:4])=[O:3].[CH:11]([N:14]=[C:15]=[O:16])([CH3:13])[CH3:12]>C(OCC)(=O)C>[CH:11]([NH:14][C:15]([N:8]1[CH2:9][CH2:10][CH:5]([O:1][N+:2]([O-:4])=[O:3])[CH2:6][CH2:7]1)=[O:16])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 15068866HCID 15068866, compound

Product 1

HCID 150688541-Isopropylaminocarbonyl-4-nitroxypiperidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
10 °C

Procedure

7 g. 4-Nitroxypiperidine are dissolved in 25 ml. ethyl acetate and mixed with 5.2 ml. isopropyl isocyanate while cooling with ice water to 0°to 5° C. The reaction mixture is stirred for 2 hours at 10° C. and then evaporated in a vacuum. The residue is taken up in diethyl ether and the precipitated crystals are filtered off with suction. There are obtained 6.6 g. of the title compound; m.p. 93°-95° C., 60% of theory.

Workup

  1. customevaporated in a vacuum
  2. filtrationthe precipitated crystals are filtered off with suction
  3. customThere are obtained 6.6 g

Sources & evidence

ORD record
ord-7c138a4347454eafa32df4e7c5e16926
Source dataset
uspto-grants-1991_07
Patent number
US05030641

Reaction notes

Loading…