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

HRID 2293028Notes

Reaction equation

HRID 2293028 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-d2900322c4e64ad1aabcbab8dff18cfb
Source dataset
uspto-grants-1997_11
Patent number
US05686390

Reaction notes

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