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Hydrochloric Acid → 1,3-Di-n-butyl-8-amino Xanthine Hydrochloride

HRID 3630
Notes
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Reaction equation

HRID 3630 reaction equation
[CH2:1]([N:5]1[C:14](=[O:15])[C:13]2[NH:12][C:11]([N+:16]([O-])=O)=[N:10][C:9]=2[N:8]([CH2:19][CH2:20][CH2:21][CH3:22])[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4].[Sn].[ClH:24]>>[ClH:24].[CH2:1]([N:5]1[C:14](=[O:15])[C:13]2[NH:12][C:11]([NH2:16])=[N:10][C:9]=2[N:8]([CH2:19][CH2:20][CH2:21][CH3:22])[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 99444751,3-Di-n-butyl-8-nitro Xanthine

Product 1

HCID 186245241,3-Di-n-butyl-8-amino Xanthine Hydrochloride

Procedure

1,3-Di-n-butyl-8-nitro xanthine from Example 1 (8.5 g) was suspended in concentrated hydrochloric acid (85 ml) and then treated at room temperature with tin powder (14.5 g) in small portions. After stirring for 10 minutes the yellow colour of the suspension disappeared. Thereafter the precipitate was filtered off and recrystallised twice from ethanol. The product formed colourless crystals, yield 5.5 g (63%) m.pt >250° C.

Workup

filtration
Thereafter the precipitate was filtered off
  • customrecrystallised twice from ethanol
  • customThe product formed colourless crystals, yield 5.5 g (63%) m.pt >250° C.
  • Sources & evidence

    ORD record
    ord-534fa2ca7c244660957e8d53d52d0191
    Source dataset
    uspto-grants-1998_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05734051

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes