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

HRID 2395540Notes

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

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. addition60 mL of water is added to the filtrate
  3. filtrationFiltration

Sources & evidence

ORD record
ord-39bbe9d7670f4cb9931ca6c1c7a9a28a
Source dataset
uspto-grants-1996_02
Patent number
US05489586

Reaction notes

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