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

HRID 3630Notes

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]

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

  1. filtrationThereafter the precipitate was filtered off
  2. customrecrystallised twice from ethanol
  3. 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
Patent number
US05734051

Reaction notes

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