Acetic Anhydride → HCID 178476689, compound

HRID 1825742Notes

Reaction equation

HRID 1825742 reaction equation
C([O:4][C:5](=[O:7])[CH3:6])(=O)C.O[N:9]=[C:10]1[NH:15][C:14]2[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=2[S:12][C:11]1=[CH:20][C:21]1[NH:22][CH:23]=[CH:24][CH:25]=1>N1C=CC=CC=1>[C:5]([O:4][N:9]=[C:10]1[NH:15][C:14]2[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=2[S:12][C:11]1=[CH:20][C:21]1[NH:22][CH:23]=[CH:24][CH:25]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178526328HCID 178526328, compound2×

Product 1

HCID 178476689HCID 178476689, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (1.3 ml, 13.78 mmol) was added to a solution of 3-hydroxyimino-2-[(pyrrol-2-yl)methylene]-2H-1,4-benzothiazine (0.27 g, 1.05 mmol) (Compound 273) in dry pyridine (1.5 ml). The reaction mixture was stirred for 30 minutes at room temperature, poured into ice water and extracted with ethyl acetate. The organic layer was washed with 10% HCl and brine, dried over magnesium sulfate and brought to dryness in vacuo. The residue was purified by silica gel chromatography using (9:1) dichloromethane:ethanol as the mobile phase.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with 10% HCl and brine
  3. dry with materialdried over magnesium sulfate
  4. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-1caceb21b16342919e5a747dfafdb33a
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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