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

HRID 1440756Notes

Reaction equation

HRID 1440756 reaction equation
[C:1](=O)([O-])[NH2:2].[CH3:5][C:6]([CH3:8])=O.C(#N)C.C(=O)([O-])[O-].[K+].[K+].[CH2:18]([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])C>O1CCOCC1>[CH2:6]1[CH2:8][CH2:18][N:20]2[C:21](=[N:2][CH2:1][CH2:24][CH2:23]2)[CH2:22][CH2:5]1

Participants

7

Reactant 5

HCID 180AcetoneHCID 276CarbamateHCID 6342AcetonitrileHCID 8471TriethylamineHCID 11430Potassium Carbonate

Product 1

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

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Namely, the substituted iminosulfonamide derivative (7) is reacted with the carbamate derivative (8) in a solvent such as acetone, acetonitrile or dioxane in the presence of an inorganic base such as potassium carbonate or an organic base such as triethylamine or 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) to obtain the compound of the present invention (1:X=O).

Sources & evidence

ORD record
ord-c486bb95ac3649de96c007b12252c556
Source dataset
uspto-grants-1996_03
Patent number
US05500406

Reaction notes

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