88497-02-3 → HCID 9970476, compound

HRID 465938Notes

Reaction equation

HRID 465938 reaction equation
[SH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.C[O-].[Na+].CO.[NH2:16][S:17]([CH2:20][CH2:21][CH2:22]I)(=[O:19])=[O:18]>CO>[S:17]([CH2:20][CH2:21][CH2:22][S:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1)(=[O:19])(=[O:18])[NH2:16]

Participants

5

Reactant 3

HCID 1384885088497-02-3HCID 23694274Sodium methanolate methanolHCID 178527712HCID 178527712, compound

Product 1

HCID 9970476HCID 9970476, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Mercaptoimidazo[1,2-b]pyridazine (1.5 g) and 28 W/W % sodium methoxide-methanol solution (2.1 g) were stirred in 30 ml of methanol at 50° C. for 3 hours. The mixture was cooled to room temperature, 3.0 g of 3-aminosulfonyl-1-iodopropane were added and stirred at room temperature for 1.5 hours. The mixture was distilled to remove the solvent and the residue was subjected to a silica gel chromatography, which was eluted with successive 2 V/V % methanol-chloroform, 2.5 V/V % methanol-chloroform and 3.2 V/V % methanol-chloroform. The fractions containing the object compound were collected and concentrated. The precipitate was collected by filtration, thereby yielding 1.6 g of 6-(3-sulfamoyl-propylthio)imidazo [1,2-b]pyridazine.

Workup

  1. distillationThe mixture was distilled
  2. customto remove the solvent
  3. washwas eluted with successive 2 V/V % methanol-chloroform, 2.5 V/V % methanol-chloroform and 3.2 V/V % methanol-chloroform
  4. additionThe fractions containing the object compound
  5. customwere collected
  6. concentrationconcentrated
  7. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-94b39db21aa54e1cad57f0e24f9c0f23
Source dataset
uspto-grants-1992_10
Patent number
US05155108

Reaction notes

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