GB748440A - Schiff bases of mono- and dinitro-2-acylthiophenes with n-amino-heterocyclic compounds - Google Patents

Schiff bases of mono- and dinitro-2-acylthiophenes with n-amino-heterocyclic compounds

Info

Publication number
GB748440A
GB748440A GB33384/53A GB3338453A GB748440A GB 748440 A GB748440 A GB 748440A GB 33384/53 A GB33384/53 A GB 33384/53A GB 3338453 A GB3338453 A GB 3338453A GB 748440 A GB748440 A GB 748440A
Authority
GB
United Kingdom
Prior art keywords
amino
nitro
thenylidene
dinitro
nuclear
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
GB33384/53A
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Publication of GB748440A publication Critical patent/GB748440A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C07D333/42—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 with nitro or nitroso radicals directly attached to ring carbon atoms
    • C07D333/44—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 with nitro or nitroso radicals directly attached to ring carbon atoms attached in position 5

Abstract

The invention comprises compounds of the formula <FORM:0748440/IV(a)/1> wherein R is hydrogen or a nitro-group, R1 is hydrogen or a lower alkyl radical having 1 to 8 carbon atoms inclusive, NR2 represents a saturated five or six-membered heterocyclic ring containing one or two nuclear nitrogen atoms and which may contain one nuclear oxygen atom. Such compounds are obtained by heating a mono- or di-nitro-2-acylthiophene with an N-amino derivative of a heterocyclic compound with a five or six-membered ring containing one or two nuclear nitrogen atoms and which may also contain a nuclear oxygen atom, in a solvent, or with the hydrochloride of the N-amino-derivative in the presence of an alkali metal acetate in an aqueous solution. Radicals which -NR2 may represent are 1-hydantoyl of the formula <FORM:0748440/IV(a)/2> wherein R3 and R4 are alike or different and may be hydrogen or lower alkyl and X represents oxygen or sulphur, or -NR2 may represent 1-piperidyl, 4-morpholyl or 1-pyrrolidyl. In Examples: (1) 5-nitro-2-thiophenecarboxaldehyde is refluxed in aqueous alcohol containing sodium acetate with 1-amino-hydantoin hydrochloride to give 1-[N-(5-nitro-2-thenylidene)-amino]-hydantoin; (2) 5-nitro-2-thiophenecarboxaldehyde and 1 - amino - 2 - thiohydantoin are refluxed in alcohol to give 1-[N - (5 - nitro - 2 - thenylidene) - amino] - 2-thiohydantoin. Similarly prepared are (3) 1-[N - 3,5 - dinitro - 2 - thenylidene) - amino] - 5-methyl-hydantoin; (4) N-[5-nitro-2-(a -ethyl)-thenylidene]-1-amino-piperidine and (5) N-[3,5-dinitro - 2 - (a - methyl) - thenylidene] - 4-amino-morpholine.
GB33384/53A 1952-12-04 1953-12-01 Schiff bases of mono- and dinitro-2-acylthiophenes with n-amino-heterocyclic compounds Expired GB748440A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT748440X 1952-12-04

Publications (1)

Publication Number Publication Date
GB748440A true GB748440A (en) 1956-05-02

Family

ID=11315580

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33384/53A Expired GB748440A (en) 1952-12-04 1953-12-01 Schiff bases of mono- and dinitro-2-acylthiophenes with n-amino-heterocyclic compounds

Country Status (2)

Country Link
DE (1) DE1063601B (en)
GB (1) GB748440A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1179940B (en) * 1959-05-05 1964-10-22 Searle & Co Process for the preparation of 2-phenyl-3-methyl-4- (1-methyl-2-phenylaethylamino) -morpholine

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3001992A (en) * 1961-09-26 S-niteo-z-fubftjewdene
EP0258182A1 (en) * 1986-08-08 1988-03-02 Sandoz Ag Semicarbazones and thiosemicarbazones

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL171628C (en) * 1950-05-29 Inst Francais Du Petrole DEVICE FOR TRANSMITTING ACOUSTIC WAVES IN A LIQUID ENVIRONMENT.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1179940B (en) * 1959-05-05 1964-10-22 Searle & Co Process for the preparation of 2-phenyl-3-methyl-4- (1-methyl-2-phenylaethylamino) -morpholine

Also Published As

Publication number Publication date
DE1063601B (en) 1959-08-20

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