WO2026076412A1 - Synthèse d'iminoguanidines - Google Patents

Synthèse d'iminoguanidines

Info

Publication number
WO2026076412A1
WO2026076412A1 PCT/US2025/049499 US2025049499W WO2026076412A1 WO 2026076412 A1 WO2026076412 A1 WO 2026076412A1 US 2025049499 W US2025049499 W US 2025049499W WO 2026076412 A1 WO2026076412 A1 WO 2026076412A1
Authority
WO
WIPO (PCT)
Prior art keywords
iminoguanidine
freebase
salt
aminoguanidine
compound
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.)
Pending
Application number
PCT/US2025/049499
Other languages
English (en)
Inventor
Charles Bernard LITTLE
Eric Daniel METZGER
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.)
Olcv Dac Technology LLC
Original Assignee
Olcv Dac Technology LLC
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 Olcv Dac Technology LLC filed Critical Olcv Dac Technology LLC
Publication of WO2026076412A1 publication Critical patent/WO2026076412A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/12—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne des procédés de synthèse d'un composé imino par réalisation d'une réaction de condensation d'un composé multi-carbonyle avec une amine dans un milieu aqueux. L'amine peut être une guanidine, telle que l'aminoguanidine, ou une amidine, telle qu'une amino amidine. Le composé imino peut être un composé iminoguanidine, tel que la bis(imino)guanidine. Les procédés peuvent produire une base libre ou un sel de l'iminoguanidine.
PCT/US2025/049499 2024-10-03 2025-10-03 Synthèse d'iminoguanidines Pending WO2026076412A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202463702866P 2024-10-03 2024-10-03
US63/702,866 2024-10-03

Publications (1)

Publication Number Publication Date
WO2026076412A1 true WO2026076412A1 (fr) 2026-04-09

Family

ID=97721075

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2025/049499 Pending WO2026076412A1 (fr) 2024-10-03 2025-10-03 Synthèse d'iminoguanidines

Country Status (1)

Country Link
WO (1) WO2026076412A1 (fr)

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4120789A (en) * 1976-02-23 1978-10-17 Anic, S.P.A. Method for the purification of sewage waters which contain organic compounds of an anionic nature
US5599984A (en) * 1994-01-21 1997-02-04 The Picower Institute For Medical Research Guanylhydrazones and their use to treat inflammatory conditions
WO2003006426A1 (fr) * 2001-07-13 2003-01-23 Axxima Pharmaceuticals Ag Guanylhydrazones aromatiques utilises comme composes efficaces contre les maladies nerveuses
US9095813B2 (en) 2008-08-21 2015-08-04 Carbon Engineering Limited Partnership Carbon dioxide capture method and facility
US10421039B2 (en) 2016-06-14 2019-09-24 Carbon Engineering Ltd. Capturing carbon dioxide
US10583387B2 (en) * 2017-06-05 2020-03-10 Ut-Battelle, Llc Guanidine compounds for carbon dioxide capture
US10633332B2 (en) 2016-11-15 2020-04-28 Ut-Battelle, Llc Guanidine compounds for removal of oxyanions from aqueous solutions and for carbon dioxide capture
US11001554B2 (en) 2018-03-29 2021-05-11 Ut-Battelle, Llc Lipophilic guanidinium compounds for removal of oxyanions from aqueous solutions
US12214311B2 (en) 2020-12-07 2025-02-04 Carbon Engineering Ulc Capturing carbon dioxide
US12239936B2 (en) 2018-04-17 2025-03-04 Carbon Engineering Ulc Hydration of gas streams

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4120789A (en) * 1976-02-23 1978-10-17 Anic, S.P.A. Method for the purification of sewage waters which contain organic compounds of an anionic nature
US5599984A (en) * 1994-01-21 1997-02-04 The Picower Institute For Medical Research Guanylhydrazones and their use to treat inflammatory conditions
WO2003006426A1 (fr) * 2001-07-13 2003-01-23 Axxima Pharmaceuticals Ag Guanylhydrazones aromatiques utilises comme composes efficaces contre les maladies nerveuses
US9095813B2 (en) 2008-08-21 2015-08-04 Carbon Engineering Limited Partnership Carbon dioxide capture method and facility
US10421039B2 (en) 2016-06-14 2019-09-24 Carbon Engineering Ltd. Capturing carbon dioxide
US10633332B2 (en) 2016-11-15 2020-04-28 Ut-Battelle, Llc Guanidine compounds for removal of oxyanions from aqueous solutions and for carbon dioxide capture
US10583387B2 (en) * 2017-06-05 2020-03-10 Ut-Battelle, Llc Guanidine compounds for carbon dioxide capture
US11001554B2 (en) 2018-03-29 2021-05-11 Ut-Battelle, Llc Lipophilic guanidinium compounds for removal of oxyanions from aqueous solutions
US12239936B2 (en) 2018-04-17 2025-03-04 Carbon Engineering Ulc Hydration of gas streams
US12214311B2 (en) 2020-12-07 2025-02-04 Carbon Engineering Ulc Capturing carbon dioxide

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
ANDRADE GEZIEL R. ET AL: "Synthesis and X-ray structural characterization of square-pyramidal copper(II) complex with aminoguanidine derivative", INORGANIC CHEMISTRY COMMUNICATIONS, vol. 61, November 2015 (2015-11-01), NL, pages 210 - 213, XP093343086, ISSN: 1387-7003, DOI: 10.1016/j.inoche.2015.09.022 *
BAIOCCHI F ET AL: "Studies on Methylglyoxal Bis(guanylhydrazone) Analogs. II. Structural Variations on Methylglyoxal Bis(guanylhydrazone", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 6, no. 4, July 1963 (1963-07-01), pages 431 - 435, XP002421094, ISSN: 0022-2623, DOI: 10.1021/JM00340A020 *
GYORGYDEAK ZOLTAN ET AL: "ACYLATION OF GUANYLHYDRAZONES DERIVED FROM CYCLIC KETONES: SYNTHESIS OF 3-ACYLAMINO-1-CYCLOALKENYL-5-METHYL-1H-1,2,4-TRIAZOLES", HETEROCYCLES, vol. 48, January 1998 (1998-01-01), pages 1395 - 1406, XP093343102, ISSN: 0385-5414 *
JANSONE-POPOVA SANTA ET AL: "Guanidinium-Based Ionic Covalent Organic Framework for Rapid and Selective Removal of Toxic Cr(VI) Oxoanions from Water", ENVIRONMENTAL SCIENCE & TECHNOLOGY, vol. 53, no. 2, 16 October 2018 (2018-10-16), US, pages 878 - 883, XP093342784, ISSN: 0013-936X, Retrieved from the Internet <URL:https://pubs.acs.org/doi/pdf/10.1021/acs.est.8b04215> DOI: 10.1021/acs.est.8b04215 *
JOHANNES THIELE AND EDUARD DRALLE: "Zur Kenntniss des Amidoguanidins. I. Condensationsproducte des Amidoguanidins mit Aldehyden und Ketonen der Fettreihe", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 302, no. 3, January 1898 (1898-01-01), pages 275 - 299, XP008163105, ISSN: 0075-4617, Retrieved from the Internet <URL:http://onlinelibrary.wiley.com/advanced/search/results?start=1&resultsPerPage=20> [retrieved on 20060224], DOI: 10.1002/JLAC.18983020304 *
MUTIKAINEN ILPO ET AL: "Crystal and molecular structure of glyoxal bis(amidinohydrazone) dihydrochloride; biochemical aspects", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2, January 1986 (1986-01-01), pages 291 - 293, XP093343099, DOI: 10.1039/P29860000291 *
OZEROVA O YU ET AL: "Synthesis of New Nitroamino-Containing 1,2,4-Triazines by Reaction of 1-Amino-2-nitroguanidine with [alpha]-Diketones", RUSSIAN JOURNAL OF GENERAL CHEMISTRY, PLEIADES PUBLISHING, MOSCOW, vol. 88, no. 7, 4 September 2018 (2018-09-04), pages 1381 - 1384, XP036583422, ISSN: 1070-3632, [retrieved on 20180904], DOI: 10.1134/S1070363218070058 *
RADU CUSTELCEAN ET AL: "Aqueous Sulfate Separation by Crystallization of Sulfate-Water Clusters", ANGEWANDTE CHEMIE, VERLAG CHEMIE, HOBOKEN, USA, vol. 54, no. 36, 7 August 2015 (2015-08-07), pages 10525 - 10529, XP072077363, ISSN: 1433-7851, DOI: 10.1002/ANIE.201506314 *
RADU CUSTELCEAN ET AL: "Aqueous Sulfate Separation by Sequestration of [(SO4)2(H2O)4]4- Clusters within Highly Insoluble Imine-Linked Bis-Guanidinium Crystals", CHEMISTRY - A EUROPEAN JOURNAL, JOHN WILEY & SONS, INC, DE, vol. 22, no. 6, 8 December 2015 (2015-12-08), pages 1997 - 2003, XP071881225, ISSN: 0947-6539, DOI: 10.1002/CHEM.201504651 *

Similar Documents

Publication Publication Date Title
KR100987620B1 (ko) 관능화된 이온성 액체, 및 그의 사용 방법
CN101679292B (zh) 离子液体及其制备方法
US20190010118A1 (en) Guanidine compounds for removal of oxyanions from aqueous solutions and for carbon dioxide capture
WO2006125175A2 (fr) Liquides ioniques a base d&#39;ions de boronium et leurs procedes de production
JP2007520492A (ja) 陰イオン性甘味剤ベースのイオン性液体およびその使用方法
WO2026076412A1 (fr) Synthèse d&#39;iminoguanidines
CN114349706A (zh) 一种羟基功能性离子液体及其制备方法
CN111116587A (zh) 一种阿维巴坦中间体化合物的制备方法
CN111057007B (zh) 一种基于双核结构的功能化离子液体及其制备方法和其降解木质纤维素的使用方法
CN112661667A (zh) 一种三氟乙脒的制备方法
EP2330107A2 (fr) Procédé de production amélioré d&#39;adéfovir dipivoxil
AU2022315418B2 (en) Crystal form of compound represented by formula i, and preparation therefor and application thereof
WO2003091222A1 (fr) Procede de production de sel de n-alkyl-n&#39;-alkylimidazolium
JP2023112883A (ja) 二酸化炭素吸収液および二酸化炭素の吸収脱離方法
CN114478216A (zh) 1-乙酰基-1-氯环丙烷的新合成方法
CN106179273A (zh) 一种用于锂同位素分离的吸附剂及其制备方法和应用
US20230072446A1 (en) Lithium selective organogels
Custelcean et al. Guanidine compounds for removal of oxyanions from aqueous solutions and for carbon dioxide capture
JP2011057619A (ja) 光学活性アミン化合物の製造方法、並びに、ジアステレオマー塩及びその製造方法
CN103265514A (zh) 一种制备吗替麦考酚酯的方法
CN120309483B (zh) 一种制备2-氟-3-氯硝基苯的方法
RU2781546C1 (ru) Способ получения для синтеза хирального никотина из хирального трет-бутансульфинамида
US20240189802A1 (en) Spirocyclic compound containing catalyst for use in catalyzing reaction of epoxide compound and carbon dioxide
JP2010037284A (ja) アミジニウムヘキサフルオロリン酸塩の製造方法
CN108864177A (zh) [2h3]-1-甲氨基-2-苯基丙烷的合成方法