CH281035A - Process for the preparation of p-methylureido-benzalthiosemicarbazone. - Google Patents
Process for the preparation of p-methylureido-benzalthiosemicarbazone.Info
- Publication number
- CH281035A CH281035A CH281035DA CH281035A CH 281035 A CH281035 A CH 281035A CH 281035D A CH281035D A CH 281035DA CH 281035 A CH281035 A CH 281035A
- Authority
- CH
- Switzerland
- Prior art keywords
- benzalthiosemicarbazone
- preparation
- methylureido
- allowed
- methyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von p-Methylureido-benzalthiosemicarbazon. Es ist bereits im Hauptpatent angegeben worden, dass die p-Alky1ureido-benzalthiosemi- carbazone eine hemmende Wirkung auf das Wachstum von Tuberkelbazillen ausüben. Gegenstand der vorliegenden Erfindung ist, ein Verfahren zur Herstellung von p-Me- thylureido-benzalthiosemicarbazon der Formel
EMI0001.0006
welches dadurch gekennzeichnet ist, dass man den Methylester der Isoeyansäure auf p Amino-benzaltlriosemiearbazon einwirken lässt. Die Umsetzung wird vorzugsweise in einem Lösungsmittel, wie z.
B. Py ridin, Aceton, Di- oxan, vorgenommen.
Beispiel: 32 Gewichtsteile p Amirro-benzalthiosemi- carbazon werden in 150 (Tewichtsteilen Pyri- din gelöst und mit 7.5 Gewichtsteilen Methyl- isoeyanat versetzt. Die Lösung erwärmt sich spontan langsam auf etwa 35 . Sie wird nach einer Stunde Stehen noch eine Stunde auf dein Dampfbad erwärmt und sodann in ver dünnte Salzsäure eingerührt. Dabei scheidet sieh ein gelbliches, bald erstarrendes Harz ab.
Dieses wird abgesauet und mit Wasser nach- gewaschen. Zur Reinigung wird es nun in etwa 1 Liter 5 /oiger Natronlauge bei 30 bis 40 aufgenommen, die trübe Lösung mit Tier kohle versetzt und abgesaugt. Aus dem Filtrat. wird das Produkt durch Ansäuern als gelb liches Pulver ausgefällt und nun in der ge rade nötigen Menge kochendem Alkohol ge löst und heiss mit dem doppelten Volumen hei ssen Wassers vermischt und erkalten gelassen.
Dabei scheidet sich das gebildete p-Methvl- ureido-benzalthiosemiearbazon in feinen gelb lichen Kristallen vom F. 220 (Zers.) aus. Es soll als Heilmittel verwendet. werden.
Process for the preparation of p-methylureido-benzalthiosemicarbazone. It has already been stated in the main patent that the p-alky1ureido-benzalthiosemicarbazones exert an inhibiting effect on the growth of tubercle bacilli. The present invention provides a process for the preparation of p-methylureido-benzalthiosemicarbazone of the formula
EMI0001.0006
which is characterized in that the methyl ester of isoeyanic acid is allowed to act on p-amino-benzaltlriosemiearbazon. The reaction is preferably carried out in a solvent such as.
B. pyridine, acetone, dioxane made.
Example: 32 parts by weight of amirro-benzalthiosemicarbazone are dissolved in 150 parts by weight of pyridine and 7.5 parts by weight of methyl isoeyanate are added. The solution slowly warms up spontaneously to about 35. After standing for an hour, it will be on the steam bath for another hour warmed up and then stirred into dilute hydrochloric acid, whereupon a yellowish, soon solidifying resin separates.
This is drained and washed with water. For cleaning, it is now taken up in about 1 liter of 5% sodium hydroxide solution at 30 to 40, the cloudy solution is mixed with animal charcoal and suctioned off. From the filtrate. the product is precipitated as a yellowish powder by acidification and then dissolved in the right amount of boiling alcohol, mixed hot with twice the volume of hot water and allowed to cool.
The p-methylo-ureido-benzalthiosemiearbazon formed is precipitated in fine yellowish crystals with a melting point of 220 (decomp.). It is said to be used as a remedy. will.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH278134T | 1949-12-21 | ||
CH281035T | 1949-12-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH281035A true CH281035A (en) | 1952-02-15 |
Family
ID=25731805
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH281035D CH281035A (en) | 1949-12-21 | 1949-12-21 | Process for the preparation of p-methylureido-benzalthiosemicarbazone. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH281035A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8765802B2 (en) | 2007-06-12 | 2014-07-01 | Provid Pharmaceuticals, Inc. | Kinase inhibitors, compositions thereof, and methods of use therewith |
-
1949
- 1949-12-21 CH CH281035D patent/CH281035A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8765802B2 (en) | 2007-06-12 | 2014-07-01 | Provid Pharmaceuticals, Inc. | Kinase inhibitors, compositions thereof, and methods of use therewith |
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