Acetic Acid → HCID 178524095, compound

HRID 867199Notes

Reaction equation

HRID 867199 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 (0.98 g) 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-39131f07b2bc410f81c9e7bb0f76b967
Source dataset
uspto-grants-1978_07
Patent number
US04103015

Reaction notes

Loading…