Hydrochloric Acid → HCID 56851170, compound

HRID 1787034Notes

Reaction equation

HRID 1787034 reaction equation
[O:1]([C:8]1[C:9]2[NH:16][C:15]([CH:17]=[O:18])=[CH:14][C:10]=2[N:11]=[CH:12][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P([O-])(O)(O)=[O:20].[Na+].Cl([O-])=O.[Na+].C(=O)([O-])O.[Na+].Cl>CS(C)=O.O>[O:1]([C:8]1[C:9]2[NH:16][C:15]([C:17]([OH:20])=[O:18])=[CH:14][C:10]=2[N:11]=[CH:12][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 56851169HCID 56851169, compound

Product 1

HCID 56851170HCID 56851170, compoundYield 103.7%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Procedure

4-Phenoxy-5H-pyrrolo[3,2-d]pyrimidine-6-carbaldehyde (2.17 g) was dissolved in dimethyl sulfoxide (21 mL) and a solution of sodium dihydrogen phosphate (5.45 g) in water (14 mL) was added. A solution of sodium chlorite (2.06 g) in water (14 mL) was added dropwise to this solution, and the mixture was stirred for 2 hrs. Saturated aqueous sodium hydrogen carbonate solution was gradually added to the reaction mixture, and the pH of the solution was adjusted to 2-3 with 1N hydrochloric acid. The resultant precipitate was collected by filtration, washed with water and diisopropyl ether and dried to give the title compound (2.40 g) as a white powder.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with water and diisopropyl ether
  3. customdried

Sources & evidence

ORD record
ord-110e71ba28f844ce97d0137cbb260e08
Source dataset
uspto-grants-2009_03
Patent number
US07507740B2

Reaction notes

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