Dimethyl Sulfoxide → HCID 67328452, compound

HRID 1464985Notes

Reaction equation

HRID 1464985 reaction equation
[CH3:1][S:2][C:3]1[C:4]2[S:11][CH:10]=[C:9]([CH:12]=[O:13])[C:5]=2[N:6]=[CH:7][N:8]=1.CS(C)=[O:16].[O-]Cl=O.[Na+]>O.CC(C)=O>[CH3:1][S:2][C:3]1[C:4]2[S:11][CH:10]=[C:9]([C:12]([OH:16])=[O:13])[C:5]=2[N:6]=[CH:7][N:8]=1

Participants

6

Reactant 3

HCID 679Dimethyl SulfoxideHCID 23668197Sodium ChloriteHCID 86674136HCID 86674136, compound

Product 1

HCID 67328452HCID 67328452, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent3×

Procedure

NaH2PO4.2H2O (513 mg, 3.29 mmol) was dissolved in water (2 mL) and then 4-(methylthio)thieno[3,2-d]pyrimidine-7-carbaldehyde (300 mg, 1.68 mmol) dissolved in acetone (3 mL) and DMSO (3 mL) was added thereto at 0° C. NaClO2 (194 mg, 2.15 mmol) dissolved in water (2 mL) was added at the same temperature to the reaction mixture, which was stirred for 2 hours. After the reaction was completed water (10 mL) was further added to the reaction mixture, which was stirred for 2 hours and filtered to obtain a solid. The solid was washed with water several times and dried with N2 gas to obtain the title compound as a white solid.

Workup

  1. customat 0° C
  2. additionwas added at the same temperature to the reaction mixture, which
  3. additionwas further added to the reaction mixture, which
  4. stirringwas stirred for 2 hours
  5. filtrationfiltered
  6. customto obtain a solid
  7. washThe solid was washed with water several times
  8. dry with materialdried with N2 gas

Sources & evidence

ORD record
ord-3daf64f4bfea4419b7bbb13369717f49
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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