Enprofylline → HCID 14014540, compound

HRID 620144

Reaction equation

HRID 620144 reaction equation
[CH2:1]([N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=O)[NH:6][C:5]1=[O:14])[CH2:2][CH3:3].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:16]>N1C=CC=CC=1>[CH2:1]([N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=[S:16])[NH:6][C:5]1=[O:14])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 1676EnprofyllineHCID 14817Phosphorus sulfide (P2S5)

Product 1

HCID 14014540HCID 14014540, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

A suspension of 9.32 g. (48 mM) of 3-propylxanthine in 80 ml. of pyridine, was treated with 17.33 g. (78 mM.) of phosphorus pentasulfide in 80 ml. of pyridine, and worked up analogously to Example I. 8.9 g. of 3-propyl-6-thioxanthine was obtained. Recyrstallization from methanol-acetone gave 7.4 g. (59% yield) of needles with a melting point of 249°-250° C.

Workup

  1. additionA suspension of 9.32 g

Sources & evidence

ORD record
ord-9f94ce3856e44840b57ffdc15b1a7150
Source dataset
uspto-grants-1989_04
Patent number
US04820709

Linked notes

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