Benzoic Acid → 6-Benzoylbenzothiazolinone

HRID 896482Notes

Reaction equation

HRID 896482 reaction equation
[S:1]1(=[O:10])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[C:11](O)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:11]([C:7]1[CH:8]=[CH:9][C:4]2[N:3]=[CH:2][S:1](=[O:10])[C:5]=2[CH:6]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 243Benzoic AcidHCID 53400715Benzothiazolinone

Product 1

HCID 1317171596-Benzoylbenzothiazolinone

Conditions

Temperature
140 °C

Procedure

Grind benzothiazolinone (10 g) and benzoic acid (9.7 g) in a mortar. Introduce the preparation into a flask and add polyphosphoric acid (100 g). Heat at 140° C. for 4 hours with mechanical stirring. Hydrolyse the reaction mixture in ice. Remove the resulting precipitate by filtration, wash it with ether and recrystallise from a 4/6 cyclohexane/toluene mixture.

Workup

  1. additionIntroduce
  2. customthe preparation into a flask
  3. customRemove the resulting precipitate
  4. filtrationby filtration
  5. washwash it with ether
  6. customrecrystallise from a 4/6 cyclohexane/toluene mixture

Sources & evidence

ORD record
ord-9e2b1143aebb454dae4a4cb2c7ed3775
Source dataset
uspto-grants-2005_07
Patent number
US06919362B2

Reaction notes

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