Acetic Acid → HCID 178524095, compound

HRID 596971Notes

Reaction equation

HRID 596971 reaction equation
CC1[CH:15]=[C:14]2[C:5]([S:6](=[O:23])(=[O:22])[C:7]3[CH:8]=[C:9]([C:17]4[NH:21][N:20]=[N:19][N:18]=4)[CH:10]=[CH:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[C:29]([OH:32])(=[O:31])[CH3:30]>O.[O-2].[O-2].[O-2].[Cr+6]>[C:29]([C:30]1[CH:3]=[CH:4][C:5]2[S:6](=[O:23])(=[O:22])[C:7]3[C:12](=[CH:11][CH:10]=[C:9]([C:17]4[NH:21][N:20]=[N:19][N:18]=4)[CH:8]=3)[C:13](=[O:16])[C:14]=2[CH:15]=1)([OH:32])=[O:31]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 178422544HCID 178422544, compound

Product 1

HCID 178524095HCID 178524095, compound

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalyst2×HCID 962WaterSolvent2×

Procedure

7-Methyl-3-(5-tetrazolyl)thioxanthone-10,10-dioxide (0,78g) was suspended in acetic acid (50 ml) and chromium trioxide (0.98g) in water (2.0 ml) added dropwise, followed by concentrated sulphuric acid (0.5 ml) added dropwise. The mixture was heated on the steam bath for 1 hr., then boiled under reflux for 4 hr. Further chromium trioxide (0.98g) was added and the mixture boiled for a further 16 hr. The green solution was diluted with water, and the precipitated solid filtered off and washed with water. The solid was boiled with acetic acid (200 ml), filtering at the boil.

Workup

  1. additionadded dropwise
  2. temperatureThe mixture was heated on the steam bath for 1 hr
  3. temperatureunder reflux for 4 hr
  4. filtrationthe precipitated solid filtered off
  5. washwashed with water
  6. filtrationfiltering at the boil

Sources & evidence

ORD record
ord-a8c93cf3da344887a4a56253cd189d57
Source dataset
uspto-grants-1977_03
Patent number
US04012499

Reaction notes

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