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Isoquinoline is used in the manufacture of dyes, paints, antifungal. It is also used as a solvent for the extraction of resins and terpenes.
Maria Chrzanowska.; Maria D. Rozwadowska. Asymmetric Synthesis of Isoquinoline Alkaloids. Chem. Rev. 2004, 104, (7), 3341-3370.
Ryoji. Noyori.; Masako. Ohta.; Yi. Hsiao.; Masato. Kitamura.; Tetsuo. Ohta.; Hidemasa. Takaya. Asymmetric synthesis of isoquinoline alkaloids by homogeneous catalysis. J. Am. Chem. Soc. 1986, 108, (22), 7117-7119.
Reacts with various acid halides in the presence of CN- to give "Reissert compounds" (1-cyano-2-acyl 1,2-dihydro derivatives). For reviews, see: Chem. Rev., 55, 511 (1955); Adv. Het. Chem., 9, 1 (1968); 24, 187 (1979). 1-Alkylisoquinolines can be prepared by alkylation of the Li or Na derivatives of Reissert compounds: Org. Synth. Coll., 4, 641 (1963); 6, 115 (1988). For formation of Reissert compounds from a variety of carbonyl, sulfonyl and phosphoryl halides under milder, phase-transfer conditions, see: Synthesis, 497 (1977). For 'direct' cyanation by a modified Reissert procedure in the presence of tosyl chloride followed by DBU, see: J. Org. Chem., 49, 4056 (1984).
A one-step synthesis of 1-nitroisoquinoline has been reported in which isoquinoline reacts with KNO2 in the presence of acetic anhydride and DMSO. The reaction is considered to be analogous to the Pfitzner-Moffatt oxidation (see Dimethyl sulfoxide, A13280): J. Chem. Soc., Perkin 1, 1777 (1996).
Hazard Statements: H302-H311-H315-H319
Harmful if swallowed. Toxic in contact with skin. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280-P305+P351+P338-P301+P312a-P321-P405-P501a
Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Specific treatment (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.