Water → HCID 86584941, compound

HRID 1063034Notes

Reaction equation

HRID 1063034 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-87a76f2bc53d491aacc736b760362714
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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