Acetic Anhydride → HCID 86654831, compound

HRID 42737Notes

Reaction equation

HRID 42737 reaction equation
[C:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[C:9]([C:10](O)=[S:11])[C:8]=2[C:16]([OH:18])=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC(=O)C)(=O)C>>[C:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[C:9]3[C:10]([O:18][C:16](=[O:17])[C:8]=23)=[S:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178524645HCID 178524645, compound

Product 1

HCID 86654831HCID 86654831, compoundYield 74.8%

Procedure

25.6 g (93.5 mmol) 3-phenylthio-phtalic acid and 26.4 mL (281 mmol) acetic anhydride were heated to reflux for 6 hours. The reaction mixture was allowed to cool down to room temperature. Upon standing over night, 3-phenylthio-phtalic anhydride precipitated from the medium. A first crop of 16.8 g of 3-phenylthio-phtalic anhydride was isolated by filtration and dried. The filtrate was evaporated to half of its volume and a second crop of 4.1 g of 3-phenylthio-phtalic anhydride was isolated. 20.9 g (87%) of 3-phenylthio-phtalic anhydride was isolated (m.p. 148-50° C.)

Workup

  1. temperatureto reflux for 6 hours
  2. waitUpon standing over night
  3. custom3-phenylthio-phtalic anhydride precipitated from the medium

Sources & evidence

ORD record
ord-c552f317b852449d93fcf576a9660ccb
Source dataset
uspto-grants-2013_09
Patent number
US08536217B2

Reaction notes

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