Dabco → HCID 21539316, compound

HRID 1076216Notes

Reaction equation

HRID 1076216 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.[CH3:17][N:18]=[C:19]=[O:20].N12CCN(CC1)CC2>C1C=CC=CC=1>[CH3:17][NH:18][C:19]([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:20]

Participants

5

Reactant 3

HCID 9237DabcoHCID 12228Methyl IsocyanateHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 21539316HCID 21539316, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

11.1 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 2.9 parts of methyl isocyanate and a trace of 1,4-diazabicyclo[2.2.2]octane in 80 parts of dry benzene were heated at reflux for 48 hours, cooled and filtered. The filtrate was evaporated to dryness and the residue recrystallised from ethanol, and dried in vacuo to give 9 parts of 14-methylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one, having a melting point of 98° to 100°C. This material gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 48 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness
  5. customthe residue recrystallised from ethanol
  6. customdried in vacuo

Sources & evidence

ORD record
ord-540ddb1a91ba4f28aa7f1f1d8e0e5157
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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