Reaction #2069933

ord-16b8ab106e5d4b21bac8b71bbb71805e

Reaction equation

c1ccc2c(c1)Sc1ccccc1S2
Thianthrene
O=[N+]([O-])O
nitric acid
O=S1c2ccccc2Sc2ccccc21
thianthrene-S-oxide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe reaction
  2. 2
    Otherthe reaction solution obtained
  3. 3
    Otherto precipitate a crystal
  4. 4
    FiltrationThe crystal was collected by filtration
  5. 5
    Otherrecrystallized from acetonitrile

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-S-oxide. 1H-NMR (400 MHz, CDCl3): δ 7.42 (t, 2H), 7.56 (t, 2H), 7.63 (d, 2H), 7.93 (d, 2H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07541131B2uspto-grants-2009_06