Butyl isocyanate → HCID 19814320, compound

HRID 466607Notes

Reaction equation

HRID 466607 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[CH3:8][N:9]1[C:13](=[CH2:14])[C:12]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[O:11][C:10]1=[O:20]>C(#N)C>[CH2:1]([NH:5][C:6]([N:17]1[CH2:18][CH2:19][C:12]2([O:11][C:10](=[O:20])[N:9]([CH3:8])[C:13]2=[CH2:14])[CH2:15][CH2:16]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 10154328HCID 10154328, compound

Product 1

HCID 19814320HCID 19814320, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.25 ml of n-butyl isocyanate are dropped to a suspension of 3.64 g of 3-methyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane in 18 ml of acetonitrile while stirring under argon. Since the reaction is exothermic, the temperature is maintained at 25° to 30° C. by cooling. After 15 minutes the reaction mixture is evaporated under reduced pressure. The white solid evaporation residue is recrystallized from ethyl acetate to obtain the title compound in 91.3% yield, m.p.: 129°-130° C.

Workup

  1. temperaturethe temperature is maintained at 25° to 30° C.
  2. temperatureby cooling
  3. customAfter 15 minutes the reaction mixture is evaporated under reduced pressure
  4. customThe white solid evaporation residue
  5. customis recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-fb687e2b80834411a75f0fe4903a08e3
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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