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It is employed as an intermediate in the preparation of the muscle relaxant papverin. 3,4-Dimethoxyphenyl)acetonitrile has been used in the synthesis of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile1. It has also been used in the preparation of modified diterpene (±) nimbidiol which relies on a sulfenium ion promoted polyene cyclization.
Eide-Dittmar Luebs.; Alberto Cohen.; Edward J. Zaleski.; Richard J. Bing. Effect of nitroglycerin, intensain, isoptin and papaverine on coronary blood flow in man ?: Measured by the coincidence counting technic and rubidium. The American Journal of Cardiology. 1966, 17 (4),535-541.
A. Carpy, J.-M. Léger.; C. Melchiorre. Structure of [alpha]-isopropyl-[alpha]-[(N-methyl-N-homoveratryl)-[gamma]-aminopropyl]-3,4-dimethoxyphenylacetonitrile hydrochloride, verapamil, C27H38N2O4.HCl. Acta Cryst. 1985, (C41),624-627.
Reaction with dimethylamine in the presence of CuCl gives the N,N-dimethylamidine, which, on borohydride reduction, provides an efficient route to the N,N-dimethylphenethylamine: Tetrahedron Lett., 34, 6395 (1993); Org. Synth., 76, 133 (1998). The method is applicable to other alkyl nitriles and to both primary and secondary amines, providing a general route to secondary and tertiary amines from the corresponding nitriles:
Hazard Statements: H302-H312
Harmful if swallowed. Harmful in contact with skin.
Precautionary Statements: P280h
Wear protective gloves/clothing.