WO2024200331A3 - Procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate - Google Patents

Procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate Download PDF

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Publication number
WO2024200331A3
WO2024200331A3 PCT/EP2024/057902 EP2024057902W WO2024200331A3 WO 2024200331 A3 WO2024200331 A3 WO 2024200331A3 EP 2024057902 W EP2024057902 W EP 2024057902W WO 2024200331 A3 WO2024200331 A3 WO 2024200331A3
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
carboxylate
isocyanatosulfonyl
thiophene
formula
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/EP2024/057902
Other languages
German (de)
English (en)
Other versions
WO2024200331A2 (fr
Inventor
Alexander ARLT
Thomas Geller
Dirk Brohm
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.)
Bayer AG
Original Assignee
Bayer 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
Application filed by Bayer AG filed Critical Bayer AG
Priority to JP2025555947A priority Critical patent/JP2026511628A/ja
Priority to EP24715486.7A priority patent/EP4688764A2/fr
Priority to KR1020257031996A priority patent/KR20250164206A/ko
Priority to CN202480012032.5A priority patent/CN120712257A/zh
Publication of WO2024200331A2 publication Critical patent/WO2024200331A2/fr
Publication of WO2024200331A3 publication Critical patent/WO2024200331A3/fr
Priority to MX2025011158A priority patent/MX2025011158A/es
Priority to IL323579A priority patent/IL323579A/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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 ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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)
  • Catalysts (AREA)

Abstract

L'invention concerne un procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate de formule (I) par réaction du méthyl-4-(aminosulfonyl)-5-méthylthiophène-3-carboxylate de formule (II) avec du diphosgène ou du triphosgène en présence d'un ou plusieurs solvants et d'un catalyseur, procédé selon lequel, pour ce qui est du disphogène, le rapport molaire du méthyl-4-(aminosulfonyl)-5-méthylthiophène-3-carboxylate de formule (II) au diphosgène est compris entre 1,0 : 0,5 et 1,0 : 2,25 ; ou, pour ce qui est du triphosgène, le rapport molaire du méthyl-4-(aminosulfonyl)-5-méthylthiophène-3-carboxylate de formule (II) au triphosgène est compris entre 1,0 : 0,333 et 1,0 : 1,5 ; et le rapport molaire du méthyl-4-(aminosulfonyl)-5-méthylthiophène-3-carboxylate de formule (II) au catalyseur est compris entre 1,0 : 0,01 et 1,0 : 2,0.
PCT/EP2024/057902 2023-03-29 2024-03-25 Procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate Ceased WO2024200331A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2025555947A JP2026511628A (ja) 2023-03-29 2024-03-25 メチル－４－イソシアナトスルホニル－５－メチル－チオフェン－３－カルボキシレートの製造方法
EP24715486.7A EP4688764A2 (fr) 2023-03-29 2024-03-25 Procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate
KR1020257031996A KR20250164206A (ko) 2023-03-29 2024-03-25 메틸 4-이소시아네이토술포닐-5-메틸티오펜-3-카르복실레이트의 제조 방법
CN202480012032.5A CN120712257A (zh) 2023-03-29 2024-03-25 制备4-异氰酸基磺酰基-5-甲基噻吩-3-羧酸甲酯的方法
MX2025011158A MX2025011158A (es) 2023-03-29 2025-09-19 Procedimiento para la preparacion de metil-4-isocianatosulfonil-5-metil-tiofeno-3-carboxilato
IL323579A IL323579A (en) 2023-03-29 2025-09-25 Method for producing methyl-4-isocyanatosulfonyl-5-methyl-thiophene-3-carboxylate

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP23165099 2023-03-29
EP23165099.5 2023-03-29

Publications (2)

Publication Number Publication Date
WO2024200331A2 WO2024200331A2 (fr) 2024-10-03
WO2024200331A3 true WO2024200331A3 (fr) 2024-11-21

Family

ID=85781676

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2024/057902 Ceased WO2024200331A2 (fr) 2023-03-29 2024-03-25 Procédé de production du méthyl-4-isocyanatosulfonyl-5-méthyl-thiophène-3-carboxylate

Country Status (8)

Country Link
EP (1) EP4688764A2 (fr)
JP (1) JP2026511628A (fr)
KR (1) KR20250164206A (fr)
CN (1) CN120712257A (fr)
IL (1) IL323579A (fr)
MX (1) MX2025011158A (fr)
TW (1) TW202500015A (fr)
WO (1) WO2024200331A2 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19937118A1 (de) * 1999-08-06 2001-02-08 Bayer Ag Substituierte Thienyl(amino)sulfonylharnstoffe
US20090281334A1 (en) * 2004-12-29 2009-11-12 Bayer Cropscience Process for preparing substituted thiophenesulfonyl isocyanates
US20170342023A1 (en) * 2014-12-17 2017-11-30 Sumitomo Chemical Company, Limited Isocyanate compound manufacturing method
CN114181120A (zh) * 2022-02-14 2022-03-15 寿光诺盟化工有限公司 一种对甲苯磺酰异氰酸酯的制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19933260A1 (de) 1999-07-15 2001-01-18 Bayer Ag Substituierte Thien-3-yl-sulfonylamino(thio)carbonyl-triazolin(thi)one
AU2014340110B2 (en) 2013-10-24 2018-07-12 VIIV Healthcare UK (No.5) Limited Inhibitors of human immunodeficiency virus replication
TWI668211B (zh) 2017-02-23 2019-08-11 德商拜耳作物科學公司 製備4-[(4,5-二氫-3-甲氧基-4-甲基-5-側氧-1h-1,2,4-三唑-1-基)羰基)胺磺醯基]-5-甲基噻吩-3-羧酸甲酯之方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19937118A1 (de) * 1999-08-06 2001-02-08 Bayer Ag Substituierte Thienyl(amino)sulfonylharnstoffe
US20090281334A1 (en) * 2004-12-29 2009-11-12 Bayer Cropscience Process for preparing substituted thiophenesulfonyl isocyanates
US20170342023A1 (en) * 2014-12-17 2017-11-30 Sumitomo Chemical Company, Limited Isocyanate compound manufacturing method
CN114181120A (zh) * 2022-02-14 2022-03-15 寿光诺盟化工有限公司 一种对甲苯磺酰异氰酸酯的制备方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS: "Phosgene and Phosgene Substitutes", 23 July 2023 (2023-07-23), pages 1 - 4, XP093067838, Retrieved from the Internet <URL:https%3A%2F%2Fwww.sigmaaldrich.com%2FDE%2Fde%2Ftechnical-documents%2Ftechnical-article%2Fchemistry-and-synthesis%2Freaction-design-and-optimization%2Fphosgene-and-substitutes> [retrieved on 20230726] *

Also Published As

Publication number Publication date
MX2025011158A (es) 2025-10-01
JP2026511628A (ja) 2026-04-14
IL323579A (en) 2025-11-01
TW202500015A (zh) 2025-01-01
CN120712257A (zh) 2025-09-26
WO2024200331A2 (fr) 2024-10-03
KR20250164206A (ko) 2025-11-24
EP4688764A2 (fr) 2026-02-11

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