Dabco → HCID 86733409, compound

HRID 1076222Notes

Reaction equation

HRID 1076222 reaction equation
[CH2:1]1[C:6]2([C:15](=[O:16])[NH:14][C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:17]([N:20]=[C:21]=[O:22])[CH:18]=[CH2:19].N12CCN(CC1)CC2>C1C=CC=CC=1>[CH2:17]([NH:20][C:21]([N:14]1[C:15](=[O:16])[C:6]2([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5]2)[NH:7][C:8]21[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:22])[CH:18]=[CH2:19]

Participants

5

Reactant 3

HCID 9237DabcoHCID 15123Allyl isocyanateHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 86733409HCID 86733409, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.4 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 20 parts of allyl isocyanate and a trace of 1,4-diazabicyclo[2.2.2]octane in 100 parts of dry benzene were heated at reflux for 18 hours. The solvent was evaporated in vacuo and the residue was stirred in 100 parts of water for 12 hours. This phase was extracted with chloroform and the extracts washed with brine and dried over magnesium sulphate. Evaporation of the solvent in vacuo afforded an oil which was chromatographed on an alumina column to give 14-allylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one which gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 18 hours
  2. customThe solvent was evaporated in vacuo
  3. extractionThis phase was extracted with chloroform
  4. washthe extracts washed with brine
  5. dry with materialdried over magnesium sulphate
  6. customEvaporation of the solvent in vacuo
  7. customafforded an oil which
  8. customwas chromatographed on an alumina column

Sources & evidence

ORD record
ord-aa0ad0dea7cc41b89747f11c30d67a14
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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