Dabco → HCID 21539302, compound

HRID 1076221Notes

Reaction equation

HRID 1076221 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([N:27]=[C:28]=[O:29])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1.N12CCN(CC1)CC2>C1(C)C=CC=CC=1>[C:17]1([NH:27][C:28]([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:29])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 66589alpha-Naphthyl isocyanateHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 21539302HCID 21539302, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

11.1 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 8.50 parts of 1-naphthyl isocyanate and a trace of 1,4-diazabicyclo[2.2.2]octane in 125 parts of dry toluene were heated at reflux for 24 hours. After removal of the toluene by distillation under reduced pressure the residue was twice recrystallised from benzene to give 7.0 parts of 14-naphthylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one having a melting point of 157° to 160°C and the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 24 hours
  2. customAfter removal of the toluene
  3. distillationby distillation under reduced pressure the residue
  4. customwas twice recrystallised from benzene

Sources & evidence

ORD record
ord-318b4b9ad5ca4defbadd25f174d65bf9
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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