Potassium hydroxy sulfite → HCID 68455879, compound

HRID 2357616Notes

Reaction equation

HRID 2357616 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[C:17]([N:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1)=[N:16][N:15]=[CH:14]2.[OH:27]OS([O-])=O.[K+]>CO.O>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[C:17]([N:21]1[CH2:26][CH2:25][S:24](=[O:27])[CH2:23][CH2:22]1)=[N:16][N:15]=[CH:14]2

Participants

4

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 68454772HCID 68454772, compound

Product 1

HCID 68455879HCID 68455879, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A mixture of 4-methyl-3-[1-(thiomorpholin-4-yl)phthalazin-6-yl]benzamide (0.6 mmol) (Method A) in 10 mL methanol/H2O (8:2) was stirred at RT was treated with oxone® monopersulfate compound (1 mmol). The mixture was stirred at 0° C.-50° C. over 1h. The mixture was quenched with 20 mL sat. N2SO3, extracted with dichloromethane (3×50 mL). The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo and purified by silica gel chromatography eluting with 1-5% 2 M ammonia methanol in dichloromethane to give the title compound. Found MS(ES+): 381(M+H)+.

Workup

  1. stirringThe mixture was stirred at 0° C.-50° C. over 1h
  2. customThe mixture was quenched with 20 mL sat. N2SO3
  3. extractionextracted with dichloromethane (3×50 mL)
  4. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  5. concentrationconcentrated in vacuo
  6. custompurified by silica gel chromatography
  7. washeluting with 1-5% 2 M ammonia methanol in dichloromethane

Sources & evidence

ORD record
ord-bf62f05e5c4b4cde93298b42be7e1ca8
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

Loading…