AT210413B - Process for the preparation of a new complex compound of 5-nitrofurfural - Google Patents
Process for the preparation of a new complex compound of 5-nitrofurfuralInfo
- Publication number
- AT210413B AT210413B AT613859A AT613859A AT210413B AT 210413 B AT210413 B AT 210413B AT 613859 A AT613859 A AT 613859A AT 613859 A AT613859 A AT 613859A AT 210413 B AT210413 B AT 210413B
- Authority
- AT
- Austria
- Prior art keywords
- nitrofurfural
- preparation
- complex compound
- new complex
- oxazolidone
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 5
- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- NDSTUUPEXNCUNW-UHFFFAOYSA-N (5-nitrofuran-2-yl)methanol Chemical compound OCC1=CC=C([N+]([O-])=O)O1 NDSTUUPEXNCUNW-UHFFFAOYSA-N 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- -1 nitrofurfurol-oxazolidone Chemical compound 0.000 description 3
- UJTTUOLQLCQZEA-UHFFFAOYSA-N 9h-fluoren-9-ylmethyl n-(4-hydroxybutyl)carbamate Chemical compound C1=CC=C2C(COC(=O)NCCCCO)C3=CC=CC=C3C2=C1 UJTTUOLQLCQZEA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- IAIWVQXQOWNYOU-UHFFFAOYSA-N nitrofurazone Chemical compound NC(=O)NN=CC1=CC=C([N+]([O-])=O)O1 IAIWVQXQOWNYOU-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Herstellung einer neuen Komplexverbindung des 5-Nitrofurfurols
Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung einer neuen Komplexverbindung des 5-Nitrofurfurols, welche der Formel :
EMI1.1
EMI1.2
<Desc/Clms Page number 2>
waschen. Nach dem Trocknen erhält man 23,2 g (=570/0) des Nitrofurfurol-Oxazolidon-Komplexes vom F. 135-140 C. Weitere 13,7 g (=3410) dieser Komplexverbindung erhält man durch Eindampfen des Filtra-
EMI2.1
1110 =Beispiel 2 : a) Eine wässerige Lösung von 1 g des Nitrofurfurol-Oxazolidon-Komplexes wird mit 0, 5 g Semicarbazid-hydrochlorid und 2 Tropfen konz. Salzsäure versetzt und zirka 5 Minuten lang auf 90-100 C erhitzt.
Dann kühlt man auf 2 - 10 C und filtriert das entstandene 5-Nitrofurfurol-semicar- bazon abt F.233 C (Zers. ). Ausbeute : 0, 85 g (=98% d. Th.).
EMI2.2
c) Verwendet man an Stelle des Semicarbazid-hydrochlorids 3-Amino-oxazolidon-(2) und arbeitet sonst in gleicher Weise, wie in Beispiel 2a) beschrieben, so erhält man 0, 9 g (= 91% d. Tb.), N- (5-Nitro- furfuryliden)-3-amino-oxazolidon- (2) von F. 256-2570 C (Zers.).
<Desc / Clms Page number 1>
Process for the preparation of a new complex compound of 5-nitrofurfural
The present invention relates to a process for the preparation of a new complex compound of 5-nitrofurfural which has the formula:
EMI1.1
EMI1.2
<Desc / Clms Page number 2>
to wash. After drying, 23.2 g (= 570/0) of the nitrofurfurol-oxazolidone complex of mp 135-140 ° C. Another 13.7 g (= 3410) of this complex compound are obtained by evaporating the filter
EMI2.1
1110 = Example 2: a) An aqueous solution of 1 g of the nitrofurfurol-oxazolidone complex is concentrated with 0.5 g of semicarbazide hydrochloride and 2 drops. Hydrochloric acid is added and the mixture is heated to 90-100 ° C. for about 5 minutes.
The mixture is then cooled to 2-10 ° C. and the 5-nitrofurfurol-semicar- bazon formed is filtered off at F.233 ° C. (decomp.). Yield: 0.85 g (= 98% of theory).
EMI2.2
c) If you use 3-amino-oxazolidone- (2) instead of the semicarbazide hydrochloride and otherwise work in the same way as described in Example 2a), you get 0.9 g (= 91% of theory), N- (5-nitro-furfurylidene) -3-amino-oxazolidone- (2) of m.p. 256-2570 C (dec.).
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US210413XA | 1958-09-30 | 1958-09-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT210413B true AT210413B (en) | 1960-08-10 |
Family
ID=21801995
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT613859A AT210413B (en) | 1958-09-30 | 1959-08-24 | Process for the preparation of a new complex compound of 5-nitrofurfural |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT210413B (en) |
-
1959
- 1959-08-24 AT AT613859A patent/AT210413B/en active
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