Sodium Iodide → 5-(1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)pentanenitrile

HRID 1285176Notes

Reaction equation

HRID 1285176 reaction equation
[N:1]1([C:12](=[O:13])[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].Cl[CH2:15][CH2:16][CH2:17][CH3:18].[C-:19]#[N:20].[Na+].[I-].[Na+]>CN(C)C=O>[N:1]1([C:12](=[O:13])[C:11]2[N:10]([CH2:18][CH2:17][CH2:16][CH2:15][C:19]#[N:20])[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 20249931HCID 20249931, compound

Product 1

HCID 202499545-(1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)pentanenitrileYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.7 g. of theophylline-chloro-butane according to Example b., 0.51 g. of sodium cyanide, 0.01 g. of sodium iodide and 10 cm3 of dimethylformamide are heated at 95° C. for 5 hours. Thus 1.9 g. (73% yield) of δ-(theophylline-7- yl)-valeronitrile are obtained, m.p.: 118°-120° C. (ethylacetate).

Sources & evidence

ORD record
ord-1477b7255cb14dcc9565d8da088d1ba9
Source dataset
uspto-grants-1986_01
Patent number
US04565817

Reaction notes

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