Ethyl isocyanate → HCID 14772401, compound

HRID 2073713Notes

Reaction equation

HRID 2073713 reaction equation
[N:1]1[O:2][C:3]2[CH2:4][CH2:5][CH2:6][CH:7]3[C:16]=2[C:15]=1[C:14]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:8]3.[CH2:17]([N:19]=[C:20]=[O:21])[CH3:18]>C(Cl)(Cl)(Cl)Cl>[CH2:17]([NH:19][C:20]([N:8]1[CH:7]2[C:16]3=[C:3]([O:2][N:1]=[C:15]3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=3)[CH2:4][CH2:5][CH2:6]2)=[O:21])[CH3:18]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanate2×HCID 135618014HCID 135618014, compound

Product 1

HCID 14772401HCID 14772401, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

In 20 ml CCl4 were combined 5.00 g 4,5,5a,6-tetrahydro-3H-isoxazolo[5,4,3-kl]acridine and 9 ml ethyl isocyanate. The mixture was refluxed for two days. After the first day, 9 ml more ethyl isocyanate was added. The reaction mixture was then cooled in ice and the precipitate filtered. The precipitate was recrystallized from 1:1 DCM/hexanes and dried in vacuo at 80° C. to yield 3.91 g crystals, m.p. 189° C.

Workup

  1. temperatureThe mixture was refluxed for two days
  2. temperatureThe reaction mixture was then cooled in ice
  3. filtrationthe precipitate filtered
  4. customThe precipitate was recrystallized from 1:1 DCM/hexanes
  5. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-f24893c675b844e0bf439906cdfe5a48
Source dataset
uspto-grants-1990_04
Patent number
US04920117

Reaction notes

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