Dimethyl Sulfoxide → HCID 22400901, compound

HRID 1601627Notes

Reaction equation

HRID 1601627 reaction equation
[OH:1][S:2]([OH:5])(=[O:4])=[O:3].C(Cl)(Cl)Cl.CO.[CH3:12][S:13]([CH3:15])=[O:14]>C(O)C.C1(C)C=CC=CC=1.CC(C)=O>[CH3:12][S:13]([CH3:15])=[O:14].[OH:4][S:2]([OH:5])(=[O:3])=[O:1]

Participants

6

Reactant 3

HCID 679Dimethyl SulfoxideHCID 1118Sulfuric AcidHCID 21584188Chloroform methanol

Product 1

HCID 22400901HCID 22400901, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 20247278Toluene acetoneSolvent

Procedure

To a solution of compound (8) (0.7613 g, 1.01 mmol) in DMSO (5 mL) and ethanol (10 mL) 1 mL of 1N H2SO4 was added. Progress of the reaction was monitored by TLC developed in toluene/acetone, 6:4 and chloroform/methanol, 94:6. After 1 hr. 10 min. product of the reaction was precipitated by addition of water (15 mL) and filtered off. Product was washed with water until neutral pH (4×10 mL), diethylether (3×10 mL) and again with water (2×10 mL). Crude product was pre-dried on Buchner funnel and then dried in vacuo (0.1 mbar) at room temperature for 48 hrs. to give 0.5338 g (83% yield) of deep red powder.

Workup

  1. custom10 min. product of the reaction was precipitated by addition of water (15 mL)
  2. filtrationfiltered off
  3. washProduct was washed with water until neutral pH (4×10 mL), diethylether (3×10 mL) and again with water (2×10 mL)
  4. customCrude product was pre-dried on Buchner funnel
  5. customdried in vacuo (0.1 mbar) at room temperature for 48 hrs

Sources & evidence

ORD record
ord-760dd5ac8ab3460ca9c4b4473a91c604
Source dataset
uspto-grants-1999_11
Patent number
US05977327

Reaction notes

Loading…