Water → HCID 86584941, compound

HRID 1060302Notes

Reaction equation

HRID 1060302 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:11][C:7]=2[C:6]([N:21]2[CH2:26][CH2:25][S:24][CH2:23][CH2:22]2)=[CH:5][CH:4]=1.I([O-])(=O)(=O)=[O:28].[Na+].O.ClCCl>O1CCOCC1>[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:11][C:7]=2[C:6]([N:21]2[CH2:22][CH2:23][S:24](=[O:28])[CH2:25][CH2:26]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 10221704HCID 10221704, compoundHCID 23667635Sodium periodate

Product 1

HCID 86584941HCID 86584941, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of N-(4-methoxy-7-thiomorpholin-4-yl-benzothiazol-2-yl)-benzamide (80 mg, 0.21 mmol) in [1,4]dioxane (3 ml) was added sodium periodate (89 mg, 0.42 mmol) and the mixture stirred for 20 h at ambient temperature. To this mixture water (10 ml) and dichloromethane (10 ml) were added, the phases were separated and the aqueous layer extracted twice with dichloromethane. The combined organic extracts were dryed with Na2SO4 and the solvent evaporated. Recrystallization from hot THF afforded the title compound as white solid (21%), MS: m/e=402 (M+H+).

Workup

  1. customthe phases were separated
  2. extractionthe aqueous layer extracted twice with dichloromethane
  3. customthe solvent evaporated
  4. customRecrystallization from hot THF

Sources & evidence

ORD record
ord-ec260b89610a4f2188e28dedace2fef3
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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