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

HRID 1941120Notes

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

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-0ead350194a243c9ab361d96cce24172
Source dataset
uspto-grants-1997_12
Patent number
US05703069

Reaction notes

Loading…