2-Chlorobenzothiazole → HCID 19429860, compound

HRID 1078487Notes

Reaction equation

HRID 1078487 reaction equation
[CH3:1][NH:2][C:3](=[O:22])/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=1)=[N:5]/[O:6][CH3:7].[H-].[Na+].Cl[C:26]1[S:27][C:28]2[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=2[N:30]=1>CN(C=O)C.O>[CH3:1][NH:2][C:3](=[O:22])/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:26]2[S:27][C:28]3[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=3[N:30]=2)[CH:16]=1)=[N:5]/[O:6][CH3:7]

Participants

6

Reactant 3

HCID 119872-ChlorobenzothiazoleHCID 24758Sodium hydrideHCID 19429871HCID 19429871, compound

Product 1

HCID 19429860HCID 19429860, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of (E)-N-methyl-2-[2-(3-hydroxyphenoxy)phenyl]-2-methoxyiminoacetamide (0.21 g) in DMF (3 ml), sodium hydride (34 mg) and 2-chloro-1,3-benzothiazole (0.18 g) were added, and the resultant mixture was stirred at 60° C. for 1 hour. The reaction mixture was cooled to room temperature, diluted with water and extracted with ether. The solvent was dried and the residue was purified by silica gel column chromatography to give 0.27 g of the objective compound.

Workup

  1. extractionextracted with ether
  2. customThe solvent was dried
  3. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-c110becac7fa4ba0884cd848e7a4431d
Source dataset
uspto-grants-1996_08
Patent number
US05548078

Reaction notes

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