Acetic Acid → HCID 13151870, compound

HRID 1075012Notes

Reaction equation

HRID 1075012 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:13](=[O:15])(=[O:14])[C:12]3[CH:16]=C(C#N)[CH:18]=[CH:19][C:11]=3[CH2:10][CH2:9][C:8]=2[CH:22]=1)(=[O:3])[CH3:2].S(=O)(=O)(O)O.[C:28]([OH:31])(=[O:30])[CH3:29]>>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:13](=[O:14])(=[O:15])[C:12]3[CH:16]=[C:29]([C:28]([OH:31])=[O:30])[CH:18]=[CH:19][C:11]=3[CH2:10][CH2:9][C:8]=2[CH:22]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 20270216HCID 20270216, compound

Product 1

HCID 13151870HCID 13151870, compound

Procedure

Suspend 2.2 g. of 8-acetyl-3-cyano-10,11-dihydrodibenzo[b,f]thiepin-5,5-dioxide in 60 ml. of acetic acid and 60 ml. of 50% sulfuric acid. Reflux under a nitrogen atmosphere for 6 hours. Cool to room temperature. Evaporate the acetic acid, dilute with water and separate the solids by filtration. Wash with water and air dry. Suspend the solid in ether (200 ml.), stir at room temperature and filter to obtain the title product. (m.p. 219°-221° C.)

Workup

  1. temperatureReflux under a nitrogen atmosphere for 6 hours
  2. customEvaporate the acetic acid
  3. additiondilute with water
  4. customseparate the solids
  5. filtrationby filtration
  6. washWash with water and air
  7. customdry
  8. filtrationfilter

Sources & evidence

ORD record
ord-b9d3f56976e747afb36582a9fd8338f2
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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