Dabco → HCID 86733408, compound

HRID 1076219Notes

Reaction equation

HRID 1076219 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:23]=[C:24]=[O:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].N12CCN(CC1)CC2>C1C=CC=CC=1>[CH2:17]([NH:23][C:24]([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:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 9237DabcoHCID 75659Hexyl isocyanateHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 86733408HCID 86733408, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5.5 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 3.2 parts of n-hexylisocyanate and a trace of 1,4-diazabicyclo[2.2.2]octane in 100 parts of dry benzene were heated at reflux for 36 hours. The solvent was evaporated in vacuo and the residue stirred with 100 parts of water for 24 hours. This phase was extracted three times with 100 parts of chloroform and the extracts dried over magnesium sulphate. Evaporation of the solvent in vacuo gave an oil which was distilled at 157°C (0.3 mm pressure). This liquid, 14-n-hexylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one, gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 36 hours
  2. customThe solvent was evaporated in vacuo
  3. extractionThis phase was extracted three times with 100 parts of chloroform
  4. dry with materialthe extracts dried over magnesium sulphate
  5. customEvaporation of the solvent in vacuo
  6. customgave an oil which
  7. distillationwas distilled at 157°C (0.3 mm pressure)

Sources & evidence

ORD record
ord-75226faf814b430ca6edc32548356942
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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