Triethylamine → HCID 23449100, compound

HRID 1839309Notes

Reaction equation

HRID 1839309 reaction equation
Cl.[CH3:2][NH:3][O:4][CH3:5].C(N(CC)CC)C.Cl[S:14]([C:17]1[N:18]=[CH:19][N:20]2[CH:24]=[CH:23][S:22][C:21]=12)(=[O:16])=[O:15].C(OCC)(=O)C>CN(C=O)C>[CH3:5][O:4][N:3]([CH3:2])[S:14]([C:17]1[N:18]=[CH:19][N:20]2[CH:24]=[CH:23][S:22][C:21]=12)(=[O:15])=[O:16]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 234490387-Chlorosulfonylimidazo[5,1-b]thiazole

Product 1

HCID 23449100HCID 23449100, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N,O-Dimethylhydroxylamine hydrochloride (0.23 g) and 0.56 ml of triethylamine were added to a solution of 0.44 g of 7-chlorosulfonylimidazo[5,1-b]thiazole in 5 ml of DMF. The mixture was stirred at room temperature for one hr. Ethyl acetate was added thereto, followed by washing with water and saturated brine in that order. The organic layer was dried over anhydrous magnesium sulfate. The solvent was removed by distillation. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2) to give 0.44 g off 7-(N-methoxy-N-methylsulfamoyl)imidazo[5,1-b]thiazole.

Workup

  1. washby washing with water and saturated brine in that order
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was removed by distillation
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2)

Sources & evidence

ORD record
ord-8e05a3b682f6409ea6a6eeeafaa3739d
Source dataset
uspto-grants-2004_01
Patent number
US06677331B2

Reaction notes

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