Organic compounds -- part of the class 532-570 series – Organic compounds – Nitriles
Patent
1997-02-04
1998-06-09
Ambrose, Michael G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Nitriles
544124, 546145, 546176, 546193, 546230, 546286, 546287, 546288, 546289, C07C25300, C07D21384
Patent
active
057636389
ABSTRACT:
A process for the preparation of nitriles of formula ##STR1## wherein X is CH or N, and R.sub.1 and R.sub.2 are each independently of the other hydrogen, chloro, bromo, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, CN, phenyl, phenoxy, dimethylamino, piperidyl, morpholinyl or pyrrolidyl, or R.sub.1 and R.sub.2 together form a fused benzene ring, by reacting an aldehyde of formula ##STR2## with hydroxylaminosulfate in the presence of a tertiary amine base of formula ##STR3## wherein R.sub.3 and R.sub.4 are each independently of the other hydrogen, methyl or ethyl, R.sub.5 is branched C.sub.3 -C.sub.5 alkyl or phenyl, and R.sub.6 and R.sub.7 are methyl or ethyl,
in the temperature range from 100.degree. to 160.degree. C., while distilling the released water of reaction off concomittantly at a pressure in the range of 0.02 to 1.5 bar, with subsequent removal of the ammonium salts, and isolating the nitrile so obtained by customary methods.
REFERENCES:
patent: 5349103 (1994-09-01), Gulec
patent: 5618965 (1997-04-01), Kudschus
Derwent Abstr. 76-31977X/18 (1976).
Chemical Abstract--85:93176e (1976).
Synthesis, 112-113, 1979.
Chemical Abstract 114:206700 (1991); Huaxue Shiji (1990), 12(5), 314,292.
Chemical Abstract--114;101296d; Nanjing Univ. 26(2), 263-6 (1990).
J. of Chem. Soc. Part IX, p. 43 (1933).
Synthesis, p. 190 & 191 (1982).
Ambrose Michael G.
Ciba Specialty Chemicals Corporation
Mansfield Kevin T.
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