GB1025563A - Benzofuran derivatives and process for their production - Google Patents

Benzofuran derivatives and process for their production

Info

Publication number
GB1025563A
GB1025563A GB37537/62A GB3753762A GB1025563A GB 1025563 A GB1025563 A GB 1025563A GB 37537/62 A GB37537/62 A GB 37537/62A GB 3753762 A GB3753762 A GB 3753762A GB 1025563 A GB1025563 A GB 1025563A
Authority
GB
United Kingdom
Prior art keywords
compound
reaction
benzofuran
silver
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.)
Expired
Application number
GB37537/62A
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.)
Takeda GmbH
Original Assignee
Byk Gulden Lomberg Chemische Fabrik GmbH
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 Byk Gulden Lomberg Chemische Fabrik GmbH filed Critical Byk Gulden Lomberg Chemische Fabrik GmbH
Publication of GB1025563A publication Critical patent/GB1025563A/en
Expired 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
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/80—Radicals substituted by oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Furan Compounds (AREA)

Abstract

The invention comprises benzofuran derivatives of the general Formula II <FORM:1025563/C2/1> wherein R1 is benzyloxy, R2 is C1 to C5 alkyl and R3 is hydrogen, a carbethoxy group or an acyl group derived from a C1 to C5 aliphatic or aromatic carboxylic acid which is optionally substituted by hydroxy, C1 to C5 alkoxy, aralkoxy, amino or C1 to C5 alkyl, and the hydrochlorides thereof. They may be prepared by converting a compound of the general Formula I <FORM:1025563/C2/2> into the corresponding acid chloride, transforming said acid chloride into the corresponding benzofuran-2-diazoketone by reaction with diazomethane, converting the diazoketone into the corresponding benzo-furan-2-acetic acid amide by reaction with a silver compound-ammonia mixture, reducing said amide with an alkali metal aluminium hydride to the corresponding b -aminoethylbenzofuran, isolating the latter as the hydrochloride or transforming it into the corresponding 2-(b -acylaminoethyl)-benzofuran by reaction with a carboxylic acid or into a compound of Formula II, wherein R3 is carbethoxy by reaction with ethyl chloroformate. The formation of the acid chloride from the compound of Formula I is preferably effected using thionyl chloride in dimethylformamide. Specified silver compounds for use in the silver compound-ammonia mixture are silver oxide and nitrate.
GB37537/62A 1961-11-03 1962-10-04 Benzofuran derivatives and process for their production Expired GB1025563A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB0064657 1961-11-03

Publications (1)

Publication Number Publication Date
GB1025563A true GB1025563A (en) 1966-04-14

Family

ID=6974466

Family Applications (2)

Application Number Title Priority Date Filing Date
GB37537/62A Expired GB1025563A (en) 1961-11-03 1962-10-04 Benzofuran derivatives and process for their production
GB48098/65A Expired GB1025564A (en) 1961-11-03 1962-10-04 Benzofuran derivatives and process for their production

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB48098/65A Expired GB1025564A (en) 1961-11-03 1962-10-04 Benzofuran derivatives and process for their production

Country Status (1)

Country Link
GB (2) GB1025563A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4297369A (en) 1979-07-26 1981-10-27 Kyowa Hakko Kogyo Co., Ltd. Certain muscle relaxant 3-methyl-2-benzofuran acetamides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4297369A (en) 1979-07-26 1981-10-27 Kyowa Hakko Kogyo Co., Ltd. Certain muscle relaxant 3-methyl-2-benzofuran acetamides

Also Published As

Publication number Publication date
GB1025564A (en) 1966-04-14

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