Potassium Cyanide → 6-(1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)hexanenitrile

HRID 1285177Notes

Reaction equation

HRID 1285177 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:16]2[C:15](=[O:17])[N:13]([CH3:14])[C:12](=[O:18])[N:11]([CH3:19])[C:10]=2[N:9]=[CH:8]1.[C-:20]#[N:21].[K+]>CN(C)C=O>[C:20]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:16]2[C:15](=[O:17])[N:13]([CH3:14])[C:12](=[O:18])[N:11]([CH3:19])[C:10]=2[N:9]=[CH:8]1)#[N:21]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 202499557-(5-Chloropentyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione

Product 1

HCID 202499976-(1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-purin-7-yl)hexanenitrileYield 76.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

10.0 g. of 1-chloro-5-(theophyllin-7-yl)-pentane, 2.44 g. of potassium cyanide and 40 cm3 of dimethylformamide are reacted according to Example 13c and 7.92 g. (76.5% yield) of 7-(5-cyano-pentan-1-yl)-theophylline are obtained, m.p.: 86°-88° C.

Sources & evidence

ORD record
ord-292269375d1649688e71da6ec8c96331
Source dataset
uspto-grants-1986_01
Patent number
US04565817

Reaction notes

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