Dabco → HCID 21539322, compound

HRID 1076224Notes

Reaction equation

HRID 1076224 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.[C:17]1([CH3:26])[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][CH:18]=1.N12CCN(CC1)CC2>C1C=CC=CC=1>[C:17]1([CH3:26])[CH:22]=[CH:21][C:20]([NH:23][C:24]([N:14]2[C:15](=[O:16])[C:6]3([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5]3)[NH:7][C:8]32[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)=[O:25])=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 693254-Methylphenyl isocyanateHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 21539322HCID 21539322, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3.33 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 2.19 parts of p-tolylisocyanate and a trace of 1,4-diazabicyclo[2.2.2]octane in 150 parts of dry benzene were heated at reflux for 24 hours. The solvent was evaporated in vacuo to yield a solid material which was recrystallised from ethanol to give 4.2 parts of 14-p-tolylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one as colourless crystals of melting point 136° to 138°C. This material gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 24 hours
  2. customThe solvent was evaporated in vacuo
  3. customto yield a solid material which
  4. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-9d69c0156c7149d38b624d0e58887b85
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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