AT280256B - PROCESS FOR PRODUCING NEW FURAZANDERIVATIVES - Google Patents
PROCESS FOR PRODUCING NEW FURAZANDERIVATIVESInfo
- Publication number
- AT280256B AT280256B AT00739/69A AT73969A AT280256B AT 280256 B AT280256 B AT 280256B AT 00739/69 A AT00739/69 A AT 00739/69A AT 73969 A AT73969 A AT 73969A AT 280256 B AT280256 B AT 280256B
- Authority
- AT
- Austria
- Prior art keywords
- furazanderivatives
- producing new
- general formula
- hydrogen
- lower alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 3
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 150000001555 benzenes Chemical class 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- JKFAIQOWCVVSKC-UHFFFAOYSA-N furazan Chemical class C=1C=NON=1 JKFAIQOWCVVSKC-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- JQJPBYFTQAANLE-UHFFFAOYSA-N Butyl nitrite Chemical compound CCCCON=O JQJPBYFTQAANLE-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000001649 bromium compounds Chemical group 0.000 description 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical group ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Herstellung von neuen Furazanderivaten Die Erfindung betrifft ein Verfahren zur Herstellung neuer Furazanderivate.
Verbindungen der allgemeinen Formel
EMI1.1
EMI1.2
<Desc/Clms Page number 2>
EMI2.1
in welcher R, R und Rg die unter Formel I angegebene Bedeutung haben und R4 Wasserstoff oder einen niederen Alkylrest bedeutet, durch Umsetzen mit Hydroxylamin-
Hydrochlorid in eine Verbindung der allgemeinen Formel I überführt.
Die Umsetzung wird vorzugsweise in Anwesenheit eines Lösungsmittels durchgeführt. Die Ausgangsverbindungen der allgemeinen FormelII können durch Reaktion im Benzolkern entsprechend der Defini-
EMI2.2
dung der allgemeinen Formel II hergestellt werden.
Die Ausgangsstoffe der allgemeinen Formel II können ferner hergestellt werden, indem man ein im Benzolkern gemäss der Bedeutung von RI'R2 und R3 substituiertes Phenacylchlorid oder-bromid unter Einwirkung von gasförmigem Ammoniak mit einem niederen Alkanoylamid reagieren lässt. Man erhält so ein im Benzolkern gemäss der Definition für RI, Rund Rg substituiertes 2-Alkyl-4-phenyl-imidazol, welches mit Butylnitrit zum entsprechenden 2-Alkyl-4-phenyl-5-nitroso-imidazol der allgemeinen Formel
EMI2.3
EMI2.4
<Desc/Clms Page number 3>
EMI3.1
<Desc / Clms Page number 1>
Process for the production of new furazan derivatives The invention relates to a process for the production of new furazan derivatives.
Compounds of the general formula
EMI1.1
EMI1.2
<Desc / Clms Page number 2>
EMI2.1
in which R, R and Rg have the meaning given under formula I and R4 is hydrogen or a lower alkyl radical, by reacting with hydroxylamine
Hydrochloride converted into a compound of general formula I.
The reaction is preferably carried out in the presence of a solvent. The starting compounds of the general formula II can by reaction in the benzene nucleus according to the definition
EMI2.2
preparation of the general formula II.
The starting materials of the general formula II can also be prepared by allowing a phenacyl chloride or bromide substituted in the benzene nucleus according to the meaning of RI'R2 and R3 to react with a lower alkanoylamide under the action of gaseous ammonia. This gives a 2-alkyl-4-phenyl-imidazole substituted in the benzene nucleus according to the definition for RI, Rg and Rg, which with butyl nitrite gives the corresponding 2-alkyl-4-phenyl-5-nitroso-imidazole of the general formula
EMI2.3
EMI2.4
<Desc / Clms Page number 3>
EMI3.1
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT00739/69A AT280256B (en) | 1968-02-06 | 1968-02-06 | PROCESS FOR PRODUCING NEW FURAZANDERIVATIVES |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT00739/69A AT280256B (en) | 1968-02-06 | 1968-02-06 | PROCESS FOR PRODUCING NEW FURAZANDERIVATIVES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT280256B true AT280256B (en) | 1970-04-10 |
Family
ID=3498517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT00739/69A AT280256B (en) | 1968-02-06 | 1968-02-06 | PROCESS FOR PRODUCING NEW FURAZANDERIVATIVES |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT280256B (en) |
-
1968
- 1968-02-06 AT AT00739/69A patent/AT280256B/en not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EIH | Change in the person of patent owner | ||
| ELJ | Ceased due to non-payment of the annual fee |