N-Methylcyclohexylamine → HCID 61378422, compound

HRID 852235Notes

Reaction equation

HRID 852235 reaction equation
[CH:1]1([NH:7][CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[N:10]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13](=[O:20])O[C:11]1=O>O1CCOCC1>[CH:1]1([N:7]([CH3:8])[C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:10][CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7514N-MethylcyclohexylamineHCID 25160N-Methylisatoic anhydride

Product 1

HCID 61378422HCID 61378422, compoundYield 203%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of N-cyclohexyl-N-methylamine (0.17 g, 0.62 mmol) and 1-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (0.25, 0.56 mmol) in dioxane (7.5 ml) was heated at 100° C. overnight. The solvent was removed under reduced pressure and the crude material was purified by flash chromatography (hexanes ethyl acetate, 1:1) to yield the title compound (0.28 g, 97%) as an orange solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude material was purified by flash chromatography (hexanes ethyl acetate, 1:1)

Sources & evidence

ORD record
ord-f19a2930f2424df3bb7e645e96ea7851
Source dataset
uspto-grants-2007_08
Patent number
US07253171B2

Reaction notes

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