Phenyl isocyanate → 1,3-Dibenzyl-2-oxo-1,4,8-triaza-spiro[4,5]decane-8-carboxylic acid phenylamide

HRID 227260Notes

Reaction equation

HRID 227260 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([N:17]1[C:21]2([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[NH:20][CH:19]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:18]1=[O:34])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[C:1]1([NH:7][C:8]([N:24]2[CH2:25][CH2:26][C:21]3([N:17]([CH2:10][C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[C:18](=[O:34])[CH:19]([CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[NH:20]3)[CH2:22][CH2:23]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 688379421,3-Dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one

Product 1

HCID 688375321,3-Dibenzyl-2-oxo-1,4,8-triaza-spiro[4,5]decane-8-carboxylic acid phenylamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Phenyl isocyanate (0.16 ml, 1.49 mmol) was added to a solution of 1,3-dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one (502 mg, 1.49 mmol) in toluene (12.4 ml) with stirring under a blanket of nitrogen at RT. The reaction mixture was stirred overnight. After removal of the solvent, the desired product 1,3-dibenzyl-2-oxo-1,4,8-triaza-spiro[4,5]decane-8-carboxylic acid phenylamide was obtained by means of preparative HPLC.

Workup

  1. stirringThe reaction mixture was stirred overnight
  2. customAfter removal of the solvent

Sources & evidence

ORD record
ord-cc1ee6d37ad74a0ca4bd5bb2af77b266
Source dataset
uspto-grants-2009_07
Patent number
US07560468B2

Reaction notes

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