Hydrochloric Acid → HCID 22457568, compound

HRID 1954063Notes

Reaction equation

HRID 1954063 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([C:12]2[CH:13]=[N:14][S:15][CH:16]=[CH:17][C:18]=2[C:19]([O:21]C)=O)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[OH-:23].[K+].O[NH2:26].Cl>CO>[OH:23][NH:26][C:19]([C:18]1[CH:17]=[CH:16][S:15][N:14]=[CH:13][C:12]=1[S:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)(=[O:11])=[O:10])=[O:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 14797Potassium HydroxideHCID 22457592HCID 22457592, compound

Product 1

HCID 22457568HCID 22457568, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The methyl 4-[(4-methoxyphenyl)sulfonyl]-thiazepine-5-carboxylate (1 g, 2.90 mmol) in methanol (50 mL) is stirred at room temperature and the potassium hydroxide, hydroxyl amine solution (Fieser & Fieser Vol 1) is added (5 equiv). The resulting solution is stirred at room temperature for 6 h. The reaction mixture is acidified with 1 N HCl and then extracted with dichloromethane. The organic extracts were dried (Na2SO4) and concentrated to a solid under reduced pressure. The solid is recrystallized from CH3CN/H2O to provide a white powder. MS (ESI): 347 (M+H+), 364 (M+NH4+).

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic extracts were dried (Na2SO4)
  3. concentrationconcentrated to a solid under reduced pressure
  4. customThe solid is recrystallized from CH3CN/H2O
  5. customto provide a white powder

Sources & evidence

ORD record
ord-c266c49ba4284388b4ef477272b9e434
Source dataset
uspto-grants-2000_09
Patent number
US06121258

Reaction notes

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