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filingDate 1968-12-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1970-12-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1217059-A
titleOfInvention Improvements in or relating to tetrahydronaphthalenes and the manufacture thereof
abstract 1,217,059. Naphthalene derivatives. UPJOHN CO. 17 Dec., 1968 [2 Jan., 1968], No. 60017/68. Addition to 1,107,016. Heading C2C. [Also in Division A5] Novel, pesticidal and therapeutic compounds I and II (including salts thereof) wherein R is C 1-4 alkoxy or C 3-6 cycloalkoxy, R 1 is H, C 1-4 alkyl or halogen and R 2 is H, halogen, C 1-4 alkyl, C 1-4 alkoxy or C 1-4 alkoxy substituted by -NR 4 R 5 where R 4 and R 5 are C 1-4 alkyl or together with the adjacent N comprise a saturated heterocyclic amine residue having a 5 to 7 membered ring, by dihydroxy - C 2-5 alkyl, by 2 - amino - 1 - hydroxyethyl, by 5 - (2 - thioxooxazolidinyl) -, by 5 - (2 - oxooxazolidinyl) - or by epoxyethyl (compounds II do not include those where R is C 1-4 alkoxy at the 6-position) are obtained: (a) by cyclizing compounds V where R a is H, halogen, C 1-4 alkyl, hydroxy or C 1-4 alkoxy, and, if desired, where R a is OH subsequently alkylating products so obtained, or if desired in the case where products have R 2 as C 1-4 alkoxy substituted by epoxyethyl reacting these with succinimide in the presence of base and then subjecting resulting 2 - succinimide - 1- hydroxyethyl substituted alkoxy compounds to alkaline hydrolysis to afford 2-amino-1- hydroxyethyl alkoxy compounds, then, if further desired, treating the latter compounds with carbon disulphide to afford I wherein R 2 is alkoxy substituted by 5-(2-thioxooxazolidinyl)-, or if desired in the case where R 2 is alkoxy substituted by 2-amino-1-hydroxyethyl reacting with ethyl chloroformate, phosgene or a dialkyl carbonate to afford I wherein R 2 is alkoxy substituted by 5-(2-oxo-oxazolidinyl)- (this process affords I and compounds related to I such that R 2 signifies OH); and (b) by cyclizing compounds IV and reducing resulting 3,4-dihydronaphthalenes III [alkylations and the other optional, subsequent reactions described in process (a) can also be utilized; this process affords II and compounds related to II such that R 2 signifies OH]. The preparation of compounds IV and V is also exemplified as is the preparation of m-methoxybenzyl chloride, m-methoxybenzyltriphenylphosphonium chloride, p - methoxy - # - hydroxy - α - phenyl acrylophenone, an isomeric mixture of 4-(m-methoxyphenyl) - 1 - (p - methoxyphenyl) - 2 - phenyl- 1 - butenones, α - phenyl - # - hydroxyacrylophenone and an isomeric mixture of 1,2-diphenyl- 4 - (m - methoxyphenyl) - 1 - butenones.
priorityDate 1968-01-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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Total number of triples: 42.