Sulfuric Acid → HCID 13078512, compound

HRID 223287Notes

Reaction equation

HRID 223287 reaction equation
[F:1][C:2]1[C:7]([NH:8][C:9](=[S:16])[S:10][CH2:11][CH2:12][C:13](O)=[O:14])=[C:6]([F:17])[C:5]([F:18])=[C:4]([F:19])[C:3]=1[F:20].OS(O)(=O)=O>C(OC(=O)C)(=O)C>[F:1][C:2]1[C:7]([N:8]2[C:13](=[O:14])[CH2:12][CH2:11][S:10][C:9]2=[S:16])=[C:6]([F:17])[C:5]([F:18])=[C:4]([F:19])[C:3]=1[F:20]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 13078510HCID 13078510, compound

Product 1

HCID 13078512HCID 13078512, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

The carboxylic acid, 3-[[[(pentafluorophenyl)amino]thioxomethyl]thio]propionic acid (500 mg., 1.51 mmol) is dissolved in acetic anhydride (5 ml.) to give a bright yellow solution. A drop of conc. H2SO4 is added and the solution heated on a steam bath for 2-3 minutes. On cooling, crystals separated, which are recrystallized from ethanol to give pure 3-(pentafluorophenyl)tetrahydro-2-thioxo-4H-1,3-thiazin-4-one as bright yellow translucent crystals (320 mg.) m.p. 163.5°-164.5°.

Workup

  1. customto give a bright yellow solution
  2. temperaturethe solution heated on a steam bath for 2-3 minutes
  3. temperatureOn cooling
  4. customcrystals separated
  5. customwhich are recrystallized from ethanol

Sources & evidence

ORD record
ord-5247d6e8b07741c8947b6ba6472dd693
Source dataset
uspto-grants-1982_10
Patent number
US04352929

Reaction notes

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