4-(Dimethylamino)phenyl isocyanate → HCID 178418433, compound

HRID 3400

Reaction equation

HRID 3400 reaction equation
[CH2:1]([NH:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH3:21][N:22]([CH3:32])[C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=1>CCOCC.C(#N)C>[CH3:21][N:22]([CH3:32])[C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:31])[N:15]([CH2:14][C@H:11]2[CH2:10][CH2:9][C@H:8]([CH2:7][N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:30]([NH:29][C:26]3[CH:27]=[CH:28][C:23]([N:22]([CH3:32])[CH3:21])=[CH:24][CH:25]=3)=[O:31])[CH2:13][CH2:12]2)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 27333724-(Dimethylamino)phenyl isocyanateHCID 178418355HCID 178418355, compound

Product 1

HCID 178418433HCID 178418433, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

Trans-1,4-bis[(normalpentylamino)methyl]cyclohexane, 0.56 g, was dissolved in 10 ml of ether. A solution of 0.81 g of 4-dimethylaminophenyl isocyanate in 20 ml of acetonitrile was added. The reaction mixture was stirred at room temperature for 10 hours. The solvent of the reaction mixture was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to provide 1.10 g (yield: 89%) of white crystals.

Workup

  1. distillationThe solvent of the reaction mixture was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-490d143774ec4390a10e9b0953bb6484
Source dataset
uspto-grants-1998_03
Patent number
US05733931

Linked notes

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