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

HRID 2395540
Notes
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Reaction equation

HRID 2395540 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-39bbe9d7670f4cb9931ca6c1c7a9a28a
    Source dataset
    uspto-grants-1996_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05489586

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes