Water → HCID 86584941, compound

HRID 2250744Notes

Reaction equation

HRID 2250744 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-b6f38a1519744b8c9528de9f1204b5b5
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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