Xanthine → 8-Benzylamino-1,3-di-n-butyl-xanthine

HRID 1194658Notes

Reaction equation

HRID 1194658 reaction equation
Br[C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH3:15])[C:6](=[O:16])[N:5]([CH2:17][CH2:18][CH2:19][CH3:20])[C:4]=2[N:3]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.N1C(=O)C2NC=NC=2NC1=O>>[CH2:21]([NH:28][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH3:15])[C:6](=[O:16])[N:5]([CH2:17][CH2:18][CH2:19][CH3:20])[C:4]=2[N:3]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 1188XanthineHCID 7504BenzylamineHCID 101544891,3-Di-n-butyl-8-bromo Xanthine

Product 1

HCID 136218088-Benzylamino-1,3-di-n-butyl-xanthine

Procedure

Heat together a mixture of one equivalent of 8-bromo-1,3-di-n-butyl-xanthine and three to four equivalents of benzylamine at 160°-180° C. until thin layer chromatography shows that no starting xanthine remains. Cool. Triturate with ethanol and water to yield 8-benzylamino-1,3-di-n-butyl-xanthine.

Workup

  1. temperatureHeat together
  2. temperatureCool
  3. customTriturate with ethanol and water

Sources & evidence

ORD record
ord-03795138ade441eeb4fddf890cbbdac1
Source dataset
uspto-grants-1989_03
Patent number
US04816458

Reaction notes

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