2-Chlorobenzothiazole → HCID 19429860, compound

HRID 1492041Notes

Reaction equation

HRID 1492041 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-d860a5e73c7c4b4aab990371076c7e15
Source dataset
uspto-grants-1994_12
Patent number
US05371223

Reaction notes

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