DE165281C - - Google Patents
Info
- Publication number
- DE165281C DE165281C DENDAT165281D DE165281DA DE165281C DE 165281 C DE165281 C DE 165281C DE NDAT165281 D DENDAT165281 D DE NDAT165281D DE 165281D A DE165281D A DE 165281DA DE 165281 C DE165281 C DE 165281C
- Authority
- DE
- Germany
- Prior art keywords
- chloride
- water
- representation
- soluble
- methylpropylacetyl
- 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.)
- Active
Links
- OVBFMEVBMNZIBR-UHFFFAOYSA-N (±)-2-Methylpentanoic acid Chemical compound CCCC(C)C(O)=O OVBFMEVBMNZIBR-UHFFFAOYSA-N 0.000 claims 1
- AOXPDCUHFWYUNC-UHFFFAOYSA-N C(CC)C(C(=O)N)CBr Chemical compound C(CC)C(C(=O)N)CBr AOXPDCUHFWYUNC-UHFFFAOYSA-N 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MFIQXAVMTLKUJR-UHFFFAOYSA-N 2-methylpentanoyl chloride Chemical compound CCCC(C)C(Cl)=O MFIQXAVMTLKUJR-UHFFFAOYSA-N 0.000 description 2
- XVDKXSXPKUZSGB-UHFFFAOYSA-N C(CC)C(C(=O)Cl)CBr Chemical compound C(CC)C(C(=O)Cl)CBr XVDKXSXPKUZSGB-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- BBJCGFCEUNYNTH-UHFFFAOYSA-N 2-bromo-2-methylpentanamide Chemical compound CCCC(C)(Br)C(N)=O BBJCGFCEUNYNTH-UHFFFAOYSA-N 0.000 description 1
- SMUKODJVMQOSAB-UHFFFAOYSA-N 2-ethylbutanoyl chloride Chemical compound CCC(CC)C(Cl)=O SMUKODJVMQOSAB-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000000147 hypnotic Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Das Patent 158220, Kl. 12, betrifft die -Darstellung einer neuen Klasse von Schlafmitteln von folgender allgemeiner Zusammensetzung :The patent 158220, cl. 12, relates to the - Presentation of a new class of sleeping pills with the following general composition :
CBr.CO. NH2 bzw.C Br.CO. NH 2 or
7?7?
wobei R und R1 das Äthyl- oder Propylradikal bedeuten. Es hat sich nun herausgestellt, daß auch das Methylpropylbromacetamid eine gute hypnotische Wirkung hat. Seine Darstellung erfolgt beispielsweise, indem man im Beispiel 1 der Beschreibung zum Hauptpatent das Diäthylacetylchlorid durch das Methylpropylacetylchlorid ersetzt, worauf man das erhaltene Brommethylpropylacetylchlorid in ätherischer Lösung in das Amid überführt. Letzteres stellt eine ölige Flüssigkeit vor, ist in Benzol, Chloroform und Äther leicht, in Wasser und Ligroin schwieriger löslich.where R and R 1 represent the ethyl or propyl radical. It has now been found that methylpropylbromoacetamide also has a good hypnotic effect. It is represented, for example, by replacing the diethylacetyl chloride with methylpropylacetyl chloride in Example 1 of the description of the main patent, whereupon the bromomethylpropylacetyl chloride obtained is converted into the amide in an ethereal solution. The latter represents an oily liquid, is easily soluble in benzene, chloroform and ether, but more difficultly soluble in water and ligroin.
Das verwendete Methylpropylacetylchlorid stellt eine farblose, in Wasser unlösliche, in den meisten organischen Lösungsmitteln leicht lösliche Flüssigkeit vor, die nicht unzersetzt siedet; das Brommethylpropylacetylchlorid ist eine gelbliche, ölige Flüssigkeit, die in Wasser nicht, in Alkohol, Äther, Benzol aber sehr leicht löslich ist. Sie läßt sich nicht ohne Zersetzung destillieren.The methylpropylacetyl chloride used is colorless, insoluble in water, in Most organic solvents present a readily soluble liquid that does not decompose boils; The bromomethylpropylacetyl chloride is a yellowish, oily liquid that dissolves in water not, in alcohol, ether, benzene but is very easily soluble. She cannot go without it Distill decomposition.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE165281C true DE165281C (en) |
Family
ID=430802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT165281D Active DE165281C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE165281C (en) |
-
0
- DE DENDAT165281D patent/DE165281C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2750731B2 (en) | Betaines and cleaning agents, bath preparations and disinfectants containing these compounds | |
| DE1194418B (en) | Process for the production of new dihalogenamino-benzylamines or their acid addition salts with physiologically compatible acids | |
| DE165281C (en) | ||
| DE1940085B2 (en) | Hair dyes and hair coloring processes | |
| DE2555455A1 (en) | 4-HOMOISOTWISTYL-3-BROMIDE AND THE METHOD OF ITS MANUFACTURING | |
| DE684432C (en) | Process for the preparation of quaternary addition compounds of the pyridine, quinoline and isoquinoline series | |
| DE942148C (en) | Process for the preparation of 2-dimethylaminomethyl-4-cyclohexylcyclohexanone | |
| DE2535766A1 (en) | Process for the preparation of racemic allethrolone | |
| DE1814334C3 (en) | ||
| DE966040C (en) | Hair care products | |
| DE958610C (en) | Concentrated mineral oil solutions of nitrophenols for the production of winter spraying agents | |
| DE1493620A1 (en) | Diaethylamine derivatives | |
| DE820439C (en) | Process for the production of aminocarboxylic acids from their lactams | |
| DE1114177B (en) | Process for the production of lactic acid | |
| DE716579C (en) | Process for the production of ester amides of almond acid | |
| DE489845C (en) | Process for the preparation of N-aryl sulfoderivatives of primary and secondary amines | |
| DE895672C (en) | Insecticides and fungicides crop protection product and process for its manufacture | |
| DE1955481B2 (en) | 2-Phenylimino-pyrrolidines, process for their preparation and their use as ectoparasiticides | |
| DE1953344A1 (en) | 2-Phenylamino-delta? -Pyrroline and their acaricidal use | |
| DE1620090B1 (en) | Process for the preparation of imidazolidinone derivatives and their salts | |
| DE227177C (en) | ||
| DE537767C (en) | Production of acridyl-9-carbamic acid esters | |
| DE972261C (en) | Process for the preparation of dioxopyrazolidine compounds | |
| DE640582C (en) | Process for the preparation of clusters of optically active or racemic 1-phenyl-2-methylaminopropan-1-ol | |
| DE951756C (en) | Process for the production of concentrated, long-lasting aqueous solutions of furanochromones |