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 compoundsInfo
- 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
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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.
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)
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)
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)
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. |
-
1953
- 1953-11-25 DE DEL17235A patent/DE1063601B/en active Pending
- 1953-12-01 GB GB33384/53A patent/GB748440A/en not_active Expired
Cited By (1)
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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