Ethyl isocyanate → HCID 86733410, compound

HRID 1076223Notes

Reaction equation

HRID 1076223 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:19]=[C:20]=[O:21])[CH3:18].N12CCN(CC1)CC2>C1C=CC=CC=1>[CH2:17]([NH:19][C:20]([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:21])[CH3:18]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 9237DabcoHCID 965547,14-Diazadispiro(5.1.5.2)pentadecan-15-one

Product 1

HCID 86733410HCID 86733410, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5.5 Parts of 7,14-diazadispiro[5.1.5.2]pentadecan-15-one, 1.76 parts of ethyl isocyanate and a trace of 1,4-diaza bicyclo[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 of water for 6 hours. 6.4 Parts of a solid were separated by filtration and crystallised twice from ethanol to yield 14-ethylcarbamoyl-7,14-diazadispiro[5.1.5.2]pentadecan-15-one as colourless crystals of melting point 185° to 188°C. This material gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 18 hours
  2. customThe solvent was evaporated in vacuo
  3. custom6.4 Parts of a solid were separated by filtration
  4. customcrystallised twice from ethanol

Sources & evidence

ORD record
ord-4f9503dbf46a4920a0edabddbf08ad99
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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