Propyl isocyanate → HCID 53865558, compound

HRID 1708114Notes

Reaction equation

HRID 1708114 reaction equation
[CH2:1]([N:4]=[C:5]=[O:6])[CH2:2][CH3:3].[CH3:7][O:8][N:9]=[C:10]([C:13]1[CH2:14][N:15]([OH:19])[CH2:16][CH2:17][CH:18]=1)[C:11]#[N:12]>C1(C)C=CC=CC=1>[CH3:7][O:8][N:9]=[C:10]([C:13]1[CH2:14][N:15]([O:19][C:5]([NH:4][CH2:1][CH2:2][CH3:3])=[O:6])[CH2:16][CH2:17][CH:18]=1)[C:11]#[N:12]

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 54140687HCID 54140687, compound

Product 1

HCID 53865558HCID 53865558, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Propyl isocyanate (0.23 g, 0.00275 moles) was added to a solution of α-(methoxyimino)-α-(1-hydroxy-1,2,5,6-tetrahydropyridin-3-yl)acetonitrile (E2) (0.45 g, 0.0025 moles ) in dry toluene (20 ml) with stirring. The mixture was kept at ambient temperature for 2 hrs then evaporated to dryness. The resulting residue crystallised from ethyl acetate/60-80 petrol. Recrystallisation from the same solvent system gave the title compound (E8) as a white crystalline solid (0.37 g, 56%) m.p. 95°-6° C.

Workup

  1. customthen evaporated to dryness
  2. customThe resulting residue crystallised from ethyl acetate/60-80 petrol
  3. customRecrystallisation from the same solvent system

Sources & evidence

ORD record
ord-d51898dd5cbd4340925c4ae905cb008a
Source dataset
uspto-grants-1994_10
Patent number
US05356914

Reaction notes

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