Cyclooctylamine → N-Cyclohexyl-N′-cyclooctylurea

HRID 2410085Notes

Reaction equation

HRID 2410085 reaction equation
[CH:1]1([NH2:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:10]1([N:16]=[C:17]=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>CCCCCC>[CH:10]1([NH:16][C:17]([NH:9][CH:1]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 2903CyclooctylamineHCID 18502Cyclohexyl isocyanate

Product 1

HCID 840783N-Cyclohexyl-N′-cyclooctylureaYield 88%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Cyclooctylamine, 0.382 g (3.00 mmol), 0.40 mL (0.39 g, 3.1 mmol) of cyclohexylisocyanate in 20 mL of hexane, on standing for one day provides 0.664 g (88%) of 1-cyclohexyl-3-cyclooctylurea as white needles, mp 194.0-194.5° C. An infrared spectrum [3344 (s, NH), 3334 (s, NH), 1624 (vs, C═O), 1564 (vs. amide II) cm−1] and mass spectrum [FAB-MS m/z calcd. for C15H28N2O: 252, obsd: 253 (M+H+)] confirms the identity of this material.

Sources & evidence

ORD record
ord-605a263f34fb47be8a29e14fc2b7595b
Source dataset
uspto-grants-2014_08
Patent number
US08815951B2

Reaction notes

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