Sodium Dithionite → HCID 11254336, compound

HRID 2114603Notes

Reaction equation

HRID 2114603 reaction equation
[CH2:1]([N:8]1[C:15]([NH2:16])=[C:14]([N:17]=O)[C:12](=[O:13])[N:11]([CH2:19][CH2:20][CH3:21])[C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O.[NH4+].[OH-]>[CH2:1]([N:8]1[C:15]([NH2:16])=[C:14]([NH2:17])[C:12](=[O:13])[N:11]([CH2:19][CH2:20][CH3:21])[C:9]1=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 11254741HCID 11254741, compound

Product 1

HCID 11254336HCID 11254336, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14923Ammonium HydroxideSolvent

Procedure

A solution of the nitroso-uracil derivative (from Example 4) (5 mmol) in water (25 mL) and 30% NH4OH (10 mL) was heated at 85° C. and sodium dithionite (15 mmol) was added in small portions under vigorous stirring until the red color disappeared (15-30 minutes). The reaction was then cooled and the mixture extracted with ethyl acetate. The organic phase was dried with Na2SO4, evaporated under vacuum and the product purified by crystallization with ethyl acetate or ethanol. (Pale yellow solid. Yield 45%).

Workup

  1. custom(15-30 minutes)
  2. temperatureThe reaction was then cooled
  3. extractionthe mixture extracted with ethyl acetate
  4. dry with materialThe organic phase was dried with Na2SO4
  5. customevaporated under vacuum
  6. customthe product purified by crystallization with ethyl acetate or ethanol

Sources & evidence

ORD record
ord-c830e170402c4ec1b0adb16802e61cac
Source dataset
uspto-grants-2008_10
Patent number
US07435740B2

Reaction notes

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