Acetone → 1,8-Diazabicyclo(5.4.0)undec-7-ene

HRID 1440757Notes

Reaction equation

HRID 1440757 reaction equation
[N-:1]=[C:2]=S.[CH3:4][C:5]([CH3:7])=O.C(#N)C.C(=O)([O-])[O-].[K+].[K+].[CH2:17]([N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])C>O1CCCC1.O1CCOCC1>[CH2:5]1[CH2:7][CH2:17][N:19]2[C:20](=[N:1][CH2:2][CH2:23][CH2:22]2)[CH2:21][CH2:4]1

Participants

8

Reactant 5

HCID 180AcetoneHCID 6342AcetonitrileHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 178418790HCID 178418790, compound

Product 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

Namely, the substituted iminosulfonamide derivative (7) is reacted with the isothiocyanate derivative (9) in a solvent such as acetone, acetonitrile, dioxane or tetrahydrofuran in the presence of an inorganic base such as potassium carbonate or an organic base such as triethylamine or DBU, to obtain the compound of the present invention (1:X=S, L=H).

Sources & evidence

ORD record
ord-5820be44d4c54cee9e2003443b2bc48e
Source dataset
uspto-grants-1996_03
Patent number
US05500406

Reaction notes

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