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Sodium Dithionite → 1,3-Di-cyclopropyl-8-amino Xanthine

HRID 1602138
Notes
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Reaction equation

HRID 1602138 reaction equation
[CH:1]1([N:4]2[C:13](=[O:14])[C:12]3[NH:11][C:10]([N+:15]([O-])=O)=[N:9][C:8]=3[N:7]([CH:18]3[CH2:20][CH2:19]3)[C:5]2=[O:6])[CH2:3][CH2:2]1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>CO.O>[CH:1]1([N:4]2[C:13](=[O:14])[C:12]3[NH:11][C:10]([NH2:15])=[N:9][C:8]=3[N:7]([CH:18]3[CH2:20][CH2:19]3)[C:5]2=[O:6])[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 98384921,3-Di-cyclopropyl-8-nitro xanthine

Product 1

HCID 98136211,3-Di-cyclopropyl-8-amino Xanthine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1,3-Di-cyclopropyl-8-nitro xanthine (0.4 g, 0.0014 mol) was dissolved in methanol (20 ml) and treated with a sodium dithionite solution in water (0.5 g in 5 ml) at room temperature with stirring. After stirring for three hours the solvent was removed in vacuo, the residue taken up with dichloromethane and extracted with water (40 ml).

Workup

  1. stirringAfter stirring for three hours the solvent
  2. customwas removed in vacuo
  3. extractionextracted with water (40 ml)

Sources & evidence

ORD record
ord-109637f7e434403aa6fe7ef695e85977
Source dataset
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05981535

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes