Cyclohexylamine → 2158-01-2

HRID 1199744Notes

Reaction equation

HRID 1199744 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[CH:8]1([NH2:14])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>O1CCCC1>[CH2:1]([NH:5][C:6]([NH:14][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 8110Butyl isocyanate2×

Product 1

HCID 36136762158-01-2

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

One hundred mL of tetrahydrofuran (THF) was added to a dry 500 mL round bottom 3-neck flask equipped with a thermometer, pressure equalizing addition funnel capped with a drying tube, nitrogen inlet and magnetic stirrer. Then 17.24 mL (0.15 moles) of 98% n-butyl isocyanate was added under nitrogen. A solution of 17.33 mL (0.15 moles) of 99% cyclohexylamine in 46 mL of THF was added to the addition funnel and slowly dropped into the stirred solution of n-butyl isocyanate at a rate (about 20 min.) which maintained the temperature below 40° C. The reaction mixture was stirred for one hour after completion of the addition. The solvent was removed by rotary evaporation. The white residue was vacuum dried for 12 hours at room temperature. The yield of dried, crystalline white product was quantitative. The product melted sharply at 107°-108° C. (uncorrected).

Workup

  1. customequipped with a thermometer, pressure
  2. additionaddition funnel
  3. customcapped with a drying tube, nitrogen inlet and magnetic stirrer
  4. temperaturemaintained the temperature below 40° C
  5. additionafter completion of the addition
  6. customThe solvent was removed by rotary evaporation
  7. customdried for 12 hours at room temperature
  8. customThe yield of dried
  9. custommelted sharply at 107°-108° C.

Sources & evidence

ORD record
ord-e8558b1f3d3c49e2a056b71f514fb387
Source dataset
uspto-grants-1990_02
Patent number
US04902784

Reaction notes

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