Dicyclohexylcarbodiimide → HCID 23461518, compound

HRID 2286576Notes

Reaction equation

HRID 2286576 reaction equation
[CH2:1]([N:3]([CH2:11][CH3:12])[C:4](=[O:10])[CH2:5][CH2:6][C:7]([OH:9])=O)[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1.[C:28]([CH:30]1[CH2:32][NH:31]1)#[N:29]>O1CCCC1>[CH2:11]([N:3]([CH2:1][CH3:2])[C:4](=[O:10])[CH2:5][CH2:6][C:7]([N:31]1[CH2:32][CH:30]1[C:28]#[N:29])=[O:9])[CH3:12]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 15205Butanoic acid, 4-(diethylamino)-4-oxo- (9CI)HCID 118115Aziridine-2-carbonitrile

Product 1

HCID 23461518HCID 23461518, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.46 g. N,N-Diethylsuccinic acid monoamide and 4.3 g. dicyclohexylcarbodiimide are dissolved in 35 ml. tetrahydrofuran and 1.36 g. 2-cyanoaziridine is added to the resultant suspension. After subsequently stirring for 2 hours in an ice bath and leaving to stand overnight at ambient temperature, the dicyclohexylurea is separated off and the filtrate evaporated. There are thus obtained 2.9 g. 1-(N,N-diethylsuccinamoyl)-2-cyanoaziridine in the form of an oil.

Workup

  1. customleaving
  2. waitto stand overnight at ambient temperature
  3. customthe dicyclohexylurea is separated off
  4. customthe filtrate evaporated

Sources & evidence

ORD record
ord-8aa44feb152647ef8f51c91e3ee6918d
Source dataset
uspto-grants-1981_05
Patent number
US04267174

Reaction notes

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