WO1999067232A2 - Process for the preparation of 3-aryl-benzofuranones - Google Patents

Process for the preparation of 3-aryl-benzofuranones Download PDF

Info

Publication number
WO1999067232A2
WO1999067232A2 PCT/EP1999/004117 EP9904117W WO9967232A2 WO 1999067232 A2 WO1999067232 A2 WO 1999067232A2 EP 9904117 W EP9904117 W EP 9904117W WO 9967232 A2 WO9967232 A2 WO 9967232A2
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
hydrogen
substituted
unsubstituted
oxygen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1999/004117
Other languages
English (en)
French (fr)
Other versions
WO1999067232A3 (en
Inventor
Michael Tinkl
Samuel Evans
Peter Nesvadba
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to AT99927984T priority Critical patent/ATE234827T1/de
Priority to AU45136/99A priority patent/AU4513699A/en
Priority to BR9911586-7A priority patent/BR9911586A/pt
Priority to JP2000555886A priority patent/JP2002518493A/ja
Priority to MXPA00012863A priority patent/MXPA00012863A/es
Priority to EP99927984A priority patent/EP1089991B1/en
Priority to DE69906074T priority patent/DE69906074T2/de
Priority to US09/720,442 priority patent/US6417358B1/en
Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Priority to CA002334341A priority patent/CA2334341C/en
Publication of WO1999067232A2 publication Critical patent/WO1999067232A2/en
Publication of WO1999067232A3 publication Critical patent/WO1999067232A3/en
Anticipated expiration legal-status Critical
Priority to US10/170,658 priority patent/US6989446B2/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/83—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/603—Unsaturated compounds containing a keto groups being part of a ring of a six-membered ring, e.g. quinone methides

Definitions

  • Phenylalkyl is, for example, benzyl, ⁇ -methylbenzyl, ⁇ , ⁇ -d ⁇ methylbenzyl or 2-phenyl- ethyl Preference is given to benzyl and ⁇ , ⁇ -d ⁇ methylbenzyl
  • Alkoxy having up to 25 carbon atoms is a branched or unbranched radical, for example methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, isobutoxy, pentyloxy, isopentyloxy, hexyl- oxy, heptyloxy, octyloxy, decyloxy, tetradecyloxy, hexadecyloxy or octadecyloxy
  • Preference is given to alkoxy having from 1 to 12, especially from 1 to 8, e g from 1 to 6, carbon atoms
  • Ri is phenylene or -R 6 -X-R 7 -
  • R 6 and R 7 are phenylene
  • X is oxygen or -NR 1 -
  • R ⁇ 4 is d-dalkyl.
  • R 3 is hydrogen
  • R 51 is d-C 12 alkyl; C 2 -C 12 alkyl interrupted by oxygen; benzyl, C 5 -C 8 cycloalkyl or phenyl
  • R 52 is C ⁇ -C 2 alkyl; C 2 -C 12 alkyl interrupted by oxygen; benzyl, C 5 -C 8 cycloalkyl or phenyl
  • R 53 and R 54 are each independently of the other hydrogen, d-C 12 alkyl; C 2 -C 12 alkyl interrupted by oxygen; benzyl, C 5 -C 8 cycloalkyl, or a dendrimeric or oligomeric or polymeric C 4 -C 50 hydrocarbon radical,
  • R' 4 is additionally -(CH 2 ) p -COR 9 or -(CH 2 ) q OH or, when R 3 and R 5 are hydrogen, R' 4 is additionally a radical of formula VI
  • alkylene unsubstituted or d-dalkyl-substituted phenylene, ( ⁇ or ⁇ l ⁇
  • M is an r-valent metal cation
  • X is a direct bond, oxygen, sulfur or -NR 14 -, n is 1 or 2, p is 0, 1 or 2, q is 1 , 2, 3, 4, 5 or 6, r is 1 , 2 or 3, and s is 0, 1 or 2, with the proviso that when R 2 and R' 4 are hydrogen, methyl or tert-butyl or when R 3 and R' 4 , together with the carbon atom to which they are bonded, form a benzo ring, at least one of the radicals R i9 , R 20 , R 2 ⁇ , R 22 and R 23 is other than hydrogen and Ri is not unsubstituted naphthyl; with the proviso that when R 2 and R' are hydrogen or d-dalkyl, R 19 and R 23 are other than hydroxy; and with the proviso that when R 2 and R' 4 are hydrogen, d-dalkyl or methoxy, R 20 , R 2 ⁇ and R 22 are other than methoxy.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
PCT/EP1999/004117 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones Ceased WO1999067232A2 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
DE69906074T DE69906074T2 (de) 1998-06-25 1999-06-15 Verfahren zur herstellung von 3-aryl-benzofuranonen
BR9911586-7A BR9911586A (pt) 1998-06-25 1999-06-15 Processo para preparação de 3-aril-benzenofuranonas
JP2000555886A JP2002518493A (ja) 1998-06-25 1999-06-15 ３−アリール−ベンゾフラノンの製造方法
MXPA00012863A MXPA00012863A (es) 1998-06-25 1999-06-15 Proceso para la preparacion de 3-aril-benzofuranonas.
EP99927984A EP1089991B1 (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones
AT99927984T ATE234827T1 (de) 1998-06-25 1999-06-15 Verfahren zur herstellung von 3-aryl- benzofuranonen
AU45136/99A AU4513699A (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones
US09/720,442 US6417358B1 (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones
CA002334341A CA2334341C (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones
US10/170,658 US6989446B2 (en) 1998-06-25 2002-06-12 Process for the preparation of 3-aryl-benzofuranones

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH135598 1998-06-25
CH1355/98 1998-06-25

Related Child Applications (3)

Application Number Title Priority Date Filing Date
US09/720,442 A-371-Of-International US6417358B1 (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones
US09720442 A-371-Of-International 1999-06-15
US10/170,658 Division US6989446B2 (en) 1998-06-25 2002-06-12 Process for the preparation of 3-aryl-benzofuranones

Publications (2)

Publication Number Publication Date
WO1999067232A2 true WO1999067232A2 (en) 1999-12-29
WO1999067232A3 WO1999067232A3 (en) 2000-02-03

Family

ID=4208536

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/004117 Ceased WO1999067232A2 (en) 1998-06-25 1999-06-15 Process for the preparation of 3-aryl-benzofuranones

Country Status (14)

Country Link
US (2) US6417358B1 (enExample)
EP (1) EP1089991B1 (enExample)
JP (1) JP2002518493A (enExample)
KR (1) KR100578455B1 (enExample)
CN (1) CN100412069C (enExample)
AT (1) ATE234827T1 (enExample)
AU (1) AU4513699A (enExample)
BR (1) BR9911586A (enExample)
CA (1) CA2334341C (enExample)
DE (1) DE69906074T2 (enExample)
ES (1) ES2192852T3 (enExample)
MX (1) MXPA00012863A (enExample)
TW (1) TWI239332B (enExample)
WO (1) WO1999067232A2 (enExample)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002097184A (ja) * 2000-07-07 2002-04-02 Ciba Specialty Chem Holding Inc ３−アリール−ベンゾフラン−２−オンの製造方法
EP1170296A3 (en) * 2000-07-07 2002-07-24 Ciba SC Holding AG Process for the preparation of 3-aryl-benzofuran-2-ones
WO2003031507A3 (en) * 2001-10-09 2003-12-11 Ciba Sc Holding Ag Polyester and polyamide compositions of low residual aldehyde content
US6809208B2 (en) 2000-02-14 2004-10-26 Ciba Specialty Chemicals Corporation 3-Arylbenzofuranones with electron-withdrawing substituents as stabilizers
EP1131674B1 (en) * 1998-10-19 2005-07-27 Ciba SC Holding AG Colour photographic material
WO2016066057A1 (zh) * 2014-10-31 2016-05-06 优禘股份有限公司 一种3-芳基苯并呋喃酮化合物及其构成的组合物
WO2022034898A1 (ja) 2020-08-13 2022-02-17 三菱瓦斯化学株式会社 光学材料用の熱可塑性樹脂組成物、成形体、配合剤、熱可塑性樹脂組成物の製造方法及び透過率向上方法
WO2023068290A1 (ja) 2021-10-22 2023-04-27 三菱瓦斯化学株式会社 熱可塑性樹脂組成物、成形体、熱可塑性樹脂組成物の製造方法及び透過率向上方法

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7818268B2 (en) * 2001-10-16 2010-10-19 Fitzsimmons Todd E System and method for mail verification
US8034904B2 (en) * 2002-06-14 2011-10-11 Immunogen Inc. Anti-IGF-I receptor antibody
US7390912B2 (en) * 2004-12-17 2008-06-24 Milliken & Company Lactone stabilizing compositions
CN102199137B (zh) * 2010-03-24 2013-03-20 淄博万昌科技股份有限公司 一种制备3-(α-甲氧基)-亚甲基苯并呋喃-2(3H)-酮的方法
GB201706162D0 (en) * 2017-04-19 2017-05-31 Nat Univ Singapore Compounds

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA10018A (en) * 1879-05-28 Henry F. Howell Process and apparatus for deodorizing petroleum oil
US4006252A (en) 1967-05-08 1977-02-01 Ethyl Corporation Methods and compositions for reducing plasma lipid levels
GB2042562B (en) 1979-02-05 1983-05-11 Sandoz Ltd Stabilising polymers
GB8424376D0 (en) 1984-09-27 1984-10-31 British Petroleum Co Plc Chemical process
JPH055913A (ja) * 1991-06-27 1993-01-14 Toshiba Corp 有機非線形光学材料
JPH05323601A (ja) * 1992-05-25 1993-12-07 Fuji Photo Film Co Ltd ポジ型フオトレジスト組成物
JPH05323600A (ja) * 1992-05-25 1993-12-07 Fuji Photo Film Co Ltd ポジ型フオトレジスト組成物
TW284762B (enExample) 1993-09-17 1996-09-01 Ciba Geigy Ag

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1131674B1 (en) * 1998-10-19 2005-07-27 Ciba SC Holding AG Colour photographic material
US6809208B2 (en) 2000-02-14 2004-10-26 Ciba Specialty Chemicals Corporation 3-Arylbenzofuranones with electron-withdrawing substituents as stabilizers
JP2002097184A (ja) * 2000-07-07 2002-04-02 Ciba Specialty Chem Holding Inc ３−アリール−ベンゾフラン−２−オンの製造方法
EP1170296A3 (en) * 2000-07-07 2002-07-24 Ciba SC Holding AG Process for the preparation of 3-aryl-benzofuran-2-ones
WO2003031507A3 (en) * 2001-10-09 2003-12-11 Ciba Sc Holding Ag Polyester and polyamide compositions of low residual aldehyde content
KR20170078696A (ko) * 2014-10-31 2017-07-07 이유테크 케미컬 컴퍼니 리미티드 3-아릴벤조퓨라논 화합물 및 이로 구성되는 조성물
WO2016066057A1 (zh) * 2014-10-31 2016-05-06 优禘股份有限公司 一种3-芳基苯并呋喃酮化合物及其构成的组合物
WO2022034898A1 (ja) 2020-08-13 2022-02-17 三菱瓦斯化学株式会社 光学材料用の熱可塑性樹脂組成物、成形体、配合剤、熱可塑性樹脂組成物の製造方法及び透過率向上方法
KR20230051426A (ko) 2020-08-13 2023-04-18 미츠비시 가스 가가쿠 가부시키가이샤 광학 재료용의 열가소성 수지 조성물, 성형체, 배합제, 열가소성 수지 조성물의 제조 방법 및 투과율 향상 방법
EP4421108A2 (en) 2020-08-13 2024-08-28 Mitsubishi Gas Chemical Company, Inc. Thermoplastic resin composition for optical material, molded article, compounding agent, method for producing thermoplastic resin composition, and method for improving transmissivity
WO2023068290A1 (ja) 2021-10-22 2023-04-27 三菱瓦斯化学株式会社 熱可塑性樹脂組成物、成形体、熱可塑性樹脂組成物の製造方法及び透過率向上方法
KR20240088675A (ko) 2021-10-22 2024-06-20 미츠비시 가스 가가쿠 가부시키가이샤 열가소성 수지 조성물, 성형체, 열가소성 수지 조성물의 제조 방법 및 투과율 향상 방법
EP4421130A4 (en) * 2021-10-22 2025-03-12 Mitsubishi Gas Chemical Company, Inc. THERMOPLASTIC RESIN COMPOSITION, MOLDED ARTICLES AND METHOD FOR PRODUCTION AND METHOD FOR IMPROVING THE PERMEABILITY OF A THERMOPLASTIC RESIN COMPOSITION

Also Published As

Publication number Publication date
CA2334341A1 (en) 1999-12-29
ES2192852T3 (es) 2003-10-16
DE69906074D1 (de) 2003-04-24
WO1999067232A3 (en) 2000-02-03
EP1089991A2 (en) 2001-04-11
KR100578455B1 (ko) 2006-05-10
MXPA00012863A (es) 2003-08-01
AU4513699A (en) 2000-01-10
ATE234827T1 (de) 2003-04-15
TWI239332B (en) 2005-09-11
BR9911586A (pt) 2001-03-20
KR20010034913A (ko) 2001-04-25
US20030018191A1 (en) 2003-01-23
CA2334341C (en) 2008-01-08
CN100412069C (zh) 2008-08-20
JP2002518493A (ja) 2002-06-25
DE69906074T2 (de) 2003-08-21
US6989446B2 (en) 2006-01-24
EP1089991B1 (en) 2003-03-19
CN1307570A (zh) 2001-08-08
US6417358B1 (en) 2002-07-09

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