N,N-Dimethyl-1H-imidazole-1-sulfonamide → HCID 178486172, compound

HRID 1633464Notes

Reaction equation

HRID 1633464 reaction equation
[CH3:1][N:2]([CH3:11])[S:3]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)(=[O:5])=[O:4].[Li]C(C)(C)C.[Cl-:17].[Zn+2:18].[Cl-]>C1COCC1>[Cl-:17].[CH3:1][N:2]([CH3:11])[S:3]([N:6]1[CH:10]=[CH:9][N:8]=[C:7]1[Zn+:18])(=[O:4])=[O:5]

Participants

5

Reactant 3

HCID 395751N,N-Dimethyl-1H-imidazole-1-sulfonamideHCID 3007855ZincchlorideHCID 178418306HCID 178418306, compound

Product 1

HCID 178486172HCID 178486172, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-dimethylsulfamoyl-imidaz-2-yl zinc chloride was prepared in situ by lithiation of N-dimethylsulfamoylimidazole (0.97 g, 5.5 mmol) in THF (20 mL) with t-BuLi (1.7M, 6.7 mL), followed by quenching with zinc chloride (1.87 g, 13.75 mmol).

Sources & evidence

ORD record
ord-4893c6ffe1ae45758bac22c440b89fc5
Source dataset
uspto-grants-2003_01
Patent number
US06503898B1

Reaction notes

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