GB911221A - Furan derivatives - Google Patents

Furan derivatives

Info

Publication number
GB911221A
GB911221A GB1554759A GB1554759A GB911221A GB 911221 A GB911221 A GB 911221A GB 1554759 A GB1554759 A GB 1554759A GB 1554759 A GB1554759 A GB 1554759A GB 911221 A GB911221 A GB 911221A
Authority
GB
United Kingdom
Prior art keywords
furan
bis
methyl
prepared
treating
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.)
Expired
Application number
GB1554759A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB911221A publication Critical patent/GB911221A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Abstract

A sheet of resin, formed by mixing 2,5-bis(aminomethyl)-furan with bis-diglycidoxy diphenyl propane at room temperature, is postcured at 100 DEG C. for eight hours to give a stiff brown sheet suitable for electrical insulation or laminating adhesives.ALSO:The invention comprises the compounds:-2,5-bis(aminomethyl)-furan, 2,5-bis(dimethylaminomethyl)-furan, 5-methyl-N,N-diethylfurfurylamine and 2,5-bis(phthalimidomethyl)furan. 2,5-Bis(aminomethyl)-furan is prepared by refluxing 2,5-bis(phthalimidomethyl)-furan with hydrazine in ethanol. This compound may be subsequently converted into the dipicrate with aqueous picric acid or into 2,5-bis(acetamidomethyl)-furan by treatment with acetic anhydride in methanol. 2,5-Bis(dimethylaminomethyl)-furan is prepared by treating 2,5-bis(chloromethyl)-furan or 2,5-bis(bromo-methyl) -furan with dimethylamine, and may subsequently be converted into the dipicrate. 5-Methyl-N, N-diethylfurfurylamine is prepared by refluxing diethylamine with 2-methyl-5-bromomethyl -furan, and may subsequently be converted into the picrate or the hydrochloride. The hydrochloride may be oxidized with concentrated nitric acid to yield 2,5-furan dicarboxylic acid. 2,5-Bis(phthalimidomethyl)-furan is prepared by treating 2,5-bis(bromo-methyl) -furan with potassium phthalimide. 2,5-Bis(chloromethyl)-furan is prepared by treating 2,5-furandimethanol with thionyl chloride. 2,5-Bis(bromomethyl)-furan and 2-methyl-5-bromomethyl-furan are prepared by treating 2,5-dimethylfuran with N-bromosuccinimide.
GB1554759A 1958-05-06 1959-05-06 Furan derivatives Expired GB911221A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US73325958A 1958-05-16 1958-05-16

Publications (1)

Publication Number Publication Date
GB911221A true GB911221A (en) 1962-11-21

Family

ID=24946871

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1554759A Expired GB911221A (en) 1958-05-06 1959-05-06 Furan derivatives

Country Status (2)

Country Link
BE (1) BE578410A (en)
GB (1) GB911221A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2837645A1 (en) 2013-08-12 2015-02-18 Basf Se Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins
CN105377971A (en) * 2013-07-03 2016-03-02 罗地亚经营管理公司 Curable composition and process for the manufacture of epoxy thermoset
US9676898B2 (en) 2012-09-07 2017-06-13 Evonik Degussa Gmbh Curable compositions based on epoxy resins without benzyl alcohol
EP3110870B1 (en) 2014-02-24 2020-07-29 Sika Technology AG Furan-based amines as curing agents for epoxy resins in low voc applications
WO2023248675A1 (en) * 2022-06-21 2023-12-28 三菱瓦斯化学株式会社 Compound, composition, cured product, and compound manufacturing method

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9676898B2 (en) 2012-09-07 2017-06-13 Evonik Degussa Gmbh Curable compositions based on epoxy resins without benzyl alcohol
JP2016528324A (en) * 2013-07-03 2016-09-15 ローディア オペレーションズ Curable composition and method for producing epoxy thermosetting resin
EP3017001B1 (en) 2013-07-03 2019-06-19 Rhodia Operations Curable composition and process for the manufacture of an epoxy thermoset
CN105377971A (en) * 2013-07-03 2016-03-02 罗地亚经营管理公司 Curable composition and process for the manufacture of epoxy thermoset
US10077332B2 (en) 2013-07-03 2018-09-18 Rhodia Operations Curable composition and process for the manufacture of an epoxy thermoset
CN105377971B (en) * 2013-07-03 2017-12-12 罗地亚经营管理公司 Curable compositions and the method for manufacturing epoxy thermoset material
CN105452323A (en) * 2013-08-12 2016-03-30 巴斯夫欧洲公司 Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins
JP2016527384A (en) * 2013-08-12 2016-09-08 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ Use of 2,5-bisaminomethylfuran as a curing agent for epoxy resins
KR20160042978A (en) * 2013-08-12 2016-04-20 바스프 에스이 Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins
RU2650514C2 (en) * 2013-08-12 2018-04-16 Басф Се Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins
EP2837645A1 (en) 2013-08-12 2015-02-18 Basf Se Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins
WO2015022183A1 (en) * 2013-08-12 2015-02-19 Basf Se Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins
EP3033371B1 (en) 2013-08-12 2019-11-06 Basf Se Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins
EP3110870B1 (en) 2014-02-24 2020-07-29 Sika Technology AG Furan-based amines as curing agents for epoxy resins in low voc applications
WO2023248675A1 (en) * 2022-06-21 2023-12-28 三菱瓦斯化学株式会社 Compound, composition, cured product, and compound manufacturing method

Also Published As

Publication number Publication date
BE578410A (en) 1959-11-05

Similar Documents

Publication Publication Date Title
GB944362A (en) Material for electrophotographic reproduction
GB911221A (en) Furan derivatives
GB856409A (en) Improvements in and relating to a new pyridazine derivative and its process of preparation
GB881616A (en) Improvements in the production of 1-aryl-4, 5-dihalogen-pyridazones-(6)
GB1066302A (en) New amino-steroid compounds and processes for their preparation
US3414567A (en) 2-[2-(5-nitro-2-furyl)-vinyl]-pyridine-n-oxides and processes for preparing thereof
ES454830A1 (en) Hydrazine derivatives useful as anti-hypertensives
GB1472052A (en) Preparation of d-penicillamine and substituted 3-pyrazoline- 5-ones
Petrova et al. Thioamides. XIV. The Oxidative Cyclisation of some Substituted Bisthioamides
IE43522L (en) Process for the preparation of 3-(3, 5-dichlorophenyl) -¹hydantoin
GB893511A (en) Improvements in or relating to heat sensitive reproduction materials
GB798846A (en) N-picolinoyl-phthalic acid hydrazide
GB968892A (en) New gelatin derivatives and photographic materials prepared therewith
GB971361A (en) The manufacture and conversion of substituted pyridines
GB925569A (en) New 5-nitrofuran derivatives
SU460283A1 (en) The method of obtaining polyfunctional polyelectrolyte
ES251885A1 (en) New chemical compound, 1-(4-chlorophenyl)-3-(5-nitro-2-furyl)-2-propen-1-one
GB881375A (en) Improvements in or relating to the preparation of nitrofuran compounds
GB911793A (en) Improvements in or relating to isonicotinoyl hydrazones
ES313261A1 (en) Procedure for preparing pyridacine compounds. (Machine-translation by Google Translate, not legally binding)
ES249225A1 (en) A procedure for the preparation of chemical compounds of therapeutic value (Machine-translation by Google Translate, not legally binding)
GB1016654A (en) New acyl-hydrazones,a process for preparing them,and preparations containing them
GB1114966A (en) Preparation of oxazole derivatives
GB1112220A (en) Insect control compositions and phenylhydrazine derivatives therefor
NL7510310A (en) Triphenyl pyrazole acetic acid hydrazide deriv. - with antiinflammatory and analgesic activity