Sodium Chlorite → HCID 57343057, compound

HRID 1465006Notes

Reaction equation

HRID 1465006 reaction equation
[Cl:1][C:2]1[C:3]2[S:10][CH:9]=[C:8]([CH:11]=[O:12])[C:4]=2[N:5]=[CH:6][N:7]=1.[O-:13]Cl=O.[Na+]>O.CS(C)=O>[Cl:1][C:2]1[C:3]2[S:10][CH:9]=[C:8]([C:11]([OH:13])=[O:12])[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 2

HCID 23668197Sodium ChloriteHCID 86674139HCID 86674139, compound

Product 1

HCID 57343057HCID 57343057, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent3×

Conditions

Temperature
0 °C

Procedure

NaH2PO4.2H2O (170 mg, 1.07 mmol) was dissolved in water (0.6 mL) and 4-chlorothieno[3,2-d]pyrimidine-7-carbaldehyde (100 mg, 0.47 mmol) dissolved in DMSO (4.8 mL) was added thereto at 10° C. The reaction mixture was cooled to 0° C. and NaClO2 (170 mg, 1.88 mmol) dissolved in water (0.6 mL) was added thereto at 0° C. The reaction mixture was heated to room temperature, stirred for 2 hours, and water (10 mL) was added thereto. The reaction mixture was stirred for 2 hours and then filtered. The filtrate was concentrated to obtain the title compound as a white solid.

Workup

  1. additionwas added
  2. customat 10° C
  3. additionwas added
  4. customat 0° C
  5. temperatureThe reaction mixture was heated to room temperature
  6. stirringThe reaction mixture was stirred for 2 hours
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-53f5fa4f0bc24432886ef0c53fc2ab9e
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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