CH236351A - Process for the preparation of a halogen lactam. - Google Patents
Process for the preparation of a halogen lactam.Info
- Publication number
- CH236351A CH236351A CH236351DA CH236351A CH 236351 A CH236351 A CH 236351A CH 236351D A CH236351D A CH 236351DA CH 236351 A CH236351 A CH 236351A
- Authority
- CH
- Switzerland
- Prior art keywords
- halogen
- preparation
- lactam
- chloro
- methyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 229910052736 halogen Inorganic materials 0.000 title description 2
- -1 halogen lactam Chemical class 0.000 title 1
- 239000003054 catalyst Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- MKDHTPTXOKJEFU-UHFFFAOYSA-N [N].Cl Chemical compound [N].Cl MKDHTPTXOKJEFU-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- YMICGVDWLKMEHM-UHFFFAOYSA-N hydrazoic acid benzene Chemical compound N=[N+]=[N-].C1=CC=CC=C1 YMICGVDWLKMEHM-UHFFFAOYSA-N 0.000 description 1
- JUINSXZKUKVTMD-UHFFFAOYSA-N hydrogen azide Chemical compound N=[N+]=[N-] JUINSXZKUKVTMD-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
- C07D223/08—Oxygen atoms
- C07D223/10—Oxygen atoms attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Description
Verfahren zur Herstellung eines Hal0genlaetams. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von a-Chlor- y-methyl-a-caprolactam, das dadurch gekenn zeichnet ist, dass man o-Chlor-p-methyl-cyclo- heganon in Gegenwart von Katalysatoren mit Stickstoffwasserstoffsäure behandelt. Die neue Verbindung soll als Arzneimittel Verwendung finden.
<I>Beispiel:</I> In ein Gemisch von 80 Teilen konzentrier ter Schwefelsäure und 400 Teilen Benzol wer den vorsichtig 60 Teile o-Chlor-p-methyl- cycloheganon, gelöst in 600 Teilen Benzol, gemeinsam mit 380 Teilen einer etwa 6 % igen benzolischen Stickstoffwasserstoffsäure ein getragen.
Nach Beendigung der Reaktion wird aus der Schwefelsäureschicht durch Ver setzen mit Eis nach dem Neutralisieren mit Chloroform das gebildete a-Chlor-y-methyl- s-caprolactam erhalten, das bei 15 mm. bei 195 destilliert und kristallin erstarrt. Nach Umkristallisieren aus Benzin schmilzt es bei 1;26 .
Process for the production of a halogen latam. The subject of the present patent is a process for the preparation of a-chloro-y-methyl-a-caprolactam, which is characterized in that o-chloro-p-methyl-cyclo-heganone is treated with hydrazoic acid in the presence of catalysts. The new compound is said to be used as a drug.
<I> Example: </I> In a mixture of 80 parts of concentrated sulfuric acid and 400 parts of benzene, carefully put 60 parts of o-chloro-p-methylcycloheganone, dissolved in 600 parts of benzene, together with 380 parts of about 6 % strength benzene hydrazoic acid.
After the reaction has ended, the a-chloro-y-methyl-s-caprolactam is obtained from the sulfuric acid layer by adding ice after neutralization with chloroform, which is 15 mm. distilled at 195 and solidified in crystalline form. After recrystallizing from gasoline, it melts at 1; 26.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE236351X | 1941-01-14 | ||
| CH232461T | 1941-12-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH236351A true CH236351A (en) | 1945-01-31 |
Family
ID=25727722
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH236351D CH236351A (en) | 1941-01-14 | 1941-12-29 | Process for the preparation of a halogen lactam. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH236351A (en) |
-
1941
- 1941-12-29 CH CH236351D patent/CH236351A/en unknown
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