Phosphorus oxychloride → 1,3-Di-cyclohexyl-8-chloro xanthine

HRID 1860971Notes

Reaction equation

HRID 1860971 reaction equation
[CH:1]1([N:7]2[C:16](=[O:17])[C:15]3[NH:14][C:13]([N+]([O-])=O)=[N:12][C:11]=3[N:10]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[C:8]2=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)([Cl:29])=O>CN(C)C=O>[CH:1]1([N:7]2[C:16](=[O:17])[C:15]3[NH:14][C:13]([Cl:29])=[N:12][C:11]=3[N:10]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[C:8]2=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 99688961,3-Di-cyclohexyl-8-nitro xanthine

Product 1

HCID 99245701,3-Di-cyclohexyl-8-chloro xanthine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1,3-Di-cyclohexyl-8-chloro xanthine was prepared from 1,3-di-cyclohexyl-8-nitro xanthine (2 g, 0.006 mol) and phosphorus oxychloride (3.9 g) in dimethylformamide (6 ml), using an analogous procedure to that described in Example 17. The product was obtained as a crystalline product after recrystallisation from ethyl acetate, m.pt., 135° C.

Workup

  1. customThe product was obtained as a crystalline product
  2. customafter recrystallisation from ethyl acetate, m.pt
  3. custom135° C.

Sources & evidence

ORD record
ord-10e34a9b61b747b3910bd5290554266d
Source dataset
uspto-grants-2003_03
Patent number
US06531600B1

Reaction notes

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