Nitric Acid → Thianthrene, 5-oxide

HRID 2237342

Reaction equation

HRID 2237342 reaction equation
[CH:1]1[C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[N+]([O-])(O)=[O:16]>C(O)(=O)C.O>[CH:11]1[C:12]2[S:13][C:14]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[S:6](=[O:16])[C:7]=2[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 7109Thianthrene

Product 1

HCID 73220Thianthrene, 5-oxide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Thianthrene (20 g) was refluxed in 300 ml of acetic acid, and 36 ml of dilute nitric acid was gradually added dropwise thereto. After allowing the reaction to proceed for 5 hours, the reaction solution obtained was poured in 1.2 liter of water to precipitate a crystal. The crystal was collected by filtration and then recrystallized from acetonitrile to obtain 12 g of thianthrene-5-oxide.

Workup

  1. customthe reaction
  2. customthe reaction solution obtained
  3. customto precipitate a crystal
  4. filtrationThe crystal was collected by filtration
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-719faad27d6e45c9807a449630b0616f
Source dataset
uspto-grants-2010_05
Patent number
US07718344B2

Linked notes

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