Title:
PROCESSES FOR THE PREPARATION OF BENZOTRIAZOLE UV ABSORBERS
Document Type and Number:
WIPO Patent Application WO2002012202
Kind Code:
A3
Abstract:
Provided is a process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, for example a trifluoromethyl group, which involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means. Also provided is a novel one-pot, multiphase reaction for the preparation of 2(2-nitrophenylazo) substituted phenols, which are precursors for 2H-benzotriazole UV absorbers.
Inventors:
WOOD MERVIN GALE
DEHESSA DEBORAH
NAUGHTON ANDREW B
SANDERS JEROME
LAU JACQUELINE
XIONG RONG
BABIARZ JOSEPH EDMUND
DEHESSA DEBORAH
NAUGHTON ANDREW B
SANDERS JEROME
LAU JACQUELINE
XIONG RONG
BABIARZ JOSEPH EDMUND
Application Number:
PCT/EP2001/008666
Publication Date:
April 11, 2002
Filing Date:
July 26, 2001
Export Citation:
Assignee:
CIBA SC HOLDING AG (CH)
International Classes:
C07C245/08; C07D249/20; (IPC1-7): C07D249/20; C07C245/08; C08K5/3475
Foreign References:
| DE10001832A1 | 2000-07-27 | |||
| EP0751134A1 | 1997-01-02 | |||
| EP0794179A1 | 1997-09-10 | |||
| DE3731860A1 | 1988-11-10 | |||
| DE2835846A1 | 1979-02-22 | |||
| DE4432546A1 | 1995-03-23 | |||
| GB2319035A | 1998-05-13 |
Other References:
CHEMICAL ABSTRACTS, vol. 114, no. 21, 27 May 1991, Columbus, Ohio, US; abstract no. 207270, SHIMADA A. ET AL: "5-Halo-2-(3-alkyl-2,4-dihydroxyphenyl)benzotriazoles as UV absorbers" XP002187391
CHEMICAL ABSTRACTS, vol. 123, no. 3, 17 July 1995, Columbus, Ohio, US; abstract no. 32443, GORELIK M. V. ET AL: "Interaction of aniline with diazotizing and nitrating agents in concentrated sulfuric acid" XP002187392
CHEMICAL ABSTRACTS, vol. 91, no. 14, 1 October 1979, Columbus, Ohio, US; abstract no. 108994, KOSUMI N. ET AL: "Diazotization of dinitroanilines" XP002187393
R. W. TRIMMER ET AL: "Solid-state aromatic S2 reactions: displacement of the nitro moiety in arenediazonium salts", JOURNAL OF ORGANIC CHEMISTRY., vol. 50, no. 19, 20 September 1985 (1985-09-20), AMERICAN CHEMICAL SOCIETY. EASTON., US, pages 3612 - 3614, XP002187390, ISSN: 0022-3263
CHEMICAL ABSTRACTS, vol. 123, no. 3, 17 July 1995, Columbus, Ohio, US; abstract no. 32443, GORELIK M. V. ET AL: "Interaction of aniline with diazotizing and nitrating agents in concentrated sulfuric acid" XP002187392
CHEMICAL ABSTRACTS, vol. 91, no. 14, 1 October 1979, Columbus, Ohio, US; abstract no. 108994, KOSUMI N. ET AL: "Diazotization of dinitroanilines" XP002187393
R. W. TRIMMER ET AL: "Solid-state aromatic S2 reactions: displacement of the nitro moiety in arenediazonium salts", JOURNAL OF ORGANIC CHEMISTRY., vol. 50, no. 19, 20 September 1985 (1985-09-20), AMERICAN CHEMICAL SOCIETY. EASTON., US, pages 3612 - 3614, XP002187390, ISSN: 0022-3263
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