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Acetic Acid → 9-methoxy-1-oxo-3,4-dihydro-2H-benzothiopheno[2,3-f][1,4]thiazepin-5-one

HRID 1941120
Notes
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Reaction equation

HRID 1941120 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:17][C:10]3[C:11](=[O:16])[NH:12][CH2:13][CH2:14][S:15][C:9]=3[C:7]=2[CH:8]=1.CC(O)=[O:20]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:17][C:10]3[C:11](=[O:16])[NH:12][CH2:13][CH2:14][S:15](=[O:20])[C:9]=3[C:7]=2[CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 461195(1)Benzothieno(2,3-f)-1,4-thiazepin-5(2H)-one, 3,4-dihydro-9-methoxy-

Product 1

HCID 5125479-methoxy-1-oxo-3,4-dihydro-2H-benzothiopheno[2,3-f][1,4]thiazepin-5-oneYield 69%

Procedure

A mixture of 2,3 -dihydro-9 -methoxy-[1]benzothieno [2,3-f]-1,4-thiazepin-5 (4H) -one (200 mg, 0.75 mmol) and NaBO3 -4H2O (116 mg, 0.75 mmol) in 18 mL of AcOH is stirred at room temperature overnight. The reaction mixture is filtered and 60 mL of water is added to the filtrate. Filtration provides 2,3-dihydro-9-methoxy-[1]benzothieno[2,3-f]-1,4-thiazepin-5 (4H) -one-1-oxide in 69% yield, mp 215°-216° C. (dec).

Workup

  1. filtrationThe reaction mixture is filtered
  2. addition
60 mL of water is added to the filtrate
  • filtrationFiltration
  • Sources & evidence

    ORD record
    ord-0ead350194a243c9ab361d96cce24172
    Source dataset
    uspto-grants-1997_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05703069

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes