Sodium hydride → HCID 67794511, compound

HRID 1885538Notes

Reaction equation

HRID 1885538 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][S:10]([NH2:13])(=[O:12])=[O:11])[CH2:5][CH2:4]1.[H-].[Na+].[Cl:16][C:17]1[CH:18]=[CH:19][C:20]2[N:21]([CH:23]=[CH:24][N:25]=2)[N:22]=1>CN(C)C=O>[ClH:16].[S:10]([CH2:9][CH:6]1[CH2:7][CH2:8][CH:3]([CH2:2][O:1][C:17]2[CH:18]=[CH:19][C:20]3[N:21]([CH:23]=[CH:24][N:25]=3)[N:22]=2)[CH2:4][CH2:5]1)(=[O:11])(=[O:12])[NH2:13]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 57070298HCID 57070298, compound

Product 1

HCID 67794511HCID 67794511, compoundYield 43.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of (4-hydroxymethylcyclohexane-1-yl) methanesulfonamide (0.58 g), sodium hydride (0.23 g), 6-chloroimidazo[1,2-b]pyridazine (0.43 g) and dimethylformamide (20 ml) was stirred for 3 hours at 85° -90° C. The reaction solution was concentrated under reduced pressure and the residue was poured into water (20 ml). The mixture was adjusted to pH 7.0 with 1 N-hydrochloric acid. The precipitated crystals were collected by filtration and recrystallized from a mixture of ethanol and ethyl ether to afford the above-identified compound (0.44 g).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionthe residue was poured into water (20 ml)
  3. filtrationThe precipitated crystals were collected by filtration
  4. customrecrystallized from a mixture of ethanol and ethyl ether

Sources & evidence

ORD record
ord-947ee135c0884b10b6681a6f2f3c4ecb
Source dataset
uspto-grants-1992_09
Patent number
US05145850

Reaction notes

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