CH371118A - Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin - Google Patents

Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin

Info

Publication number: CH371118A
Authority: CH; Switzerland
Prior art keywords: azepine; dibenz; dihydro; reduction; acid imide
Prior art date: 1958-05-08

Application number

CH5925658A

Other languages

German (de)

English (en)

Inventor

Hans Dr Spiegelberg

Peter Dr Vaterlaus Bruno

Original Assignee

Hoffmann La Roche

Priority date (The priority date 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 date listed.)

1958-05-08

Filing date

1958-05-08

Publication date

1963-08-15

1958-05-08 Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche

1958-05-08 Priority to CH5925658A priority Critical patent/CH371118A/de

1959-05-06 Priority to BE578481A priority patent/BE578481A/fr

1963-08-15 Publication of CH371118A publication Critical patent/CH371118A/de

Links

238000000034 method Methods 0.000 title claims description 9
FHYFQRCUSZETDW-UHFFFAOYSA-N 6,7-dihydro-5h-benzo[d][2]benzazepine Chemical compound C1NCC2=CC=CC=C2C2=CC=CC=C12 FHYFQRCUSZETDW-UHFFFAOYSA-N 0.000 title description 3
238000002360 preparation method Methods 0.000 title description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 11
-1 diphenic acid imide Chemical class 0.000 claims description 11
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
239000002904 solvent Substances 0.000 claims description 5
230000002378 acidificating effect Effects 0.000 claims description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000000203 mixture Substances 0.000 description 5
239000007788 liquid Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
230000001476 alcoholic effect Effects 0.000 description 2
239000004927 clay Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
239000012452 mother liquor Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000007787 solid Substances 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
NWRGSJMGYZJGDP-UHFFFAOYSA-N 2,3-dihydro-1H-benzo[d][1]benzazepine Chemical compound N1=CC=C2C=CC=CC2=C2CCCC=C21 NWRGSJMGYZJGDP-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
DJAMRLZIEKUCJX-UHFFFAOYSA-N 6,7-dihydro-5h-benzo[d][2]benzazepine;hydrochloride Chemical compound Cl.C1NCC2=CC=CC=C2C2=CC=CC=C12 DJAMRLZIEKUCJX-UHFFFAOYSA-N 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000012295 chemical reaction liquid Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000005868 electrolysis reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000000047 product Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH5925658A 1958-05-08 1958-05-08 Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin CH371118A (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
CH5925658A CH371118A (de)	1958-05-08	1958-05-08	Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin
BE578481A BE578481A (fr)	1958-05-08	1959-05-06	Procédé pour la préparation de derivés de la divenzazépine.

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH5925658A CH371118A (de)	1958-05-08	1958-05-08	Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin

Publications (1)

Publication Number	Publication Date
CH371118A true CH371118A (de)	1963-08-15

Family

ID=4522239

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH5925658A CH371118A (de)	1958-05-08	1958-05-08	Verfahren zur Herstellung von 6,7-Dihydro-5H-dibenz[c,e]azepin

Country Status (2)

Country	Link
BE (1)	BE578481A (fr)
CH (1)	CH371118A (fr)

1958
- 1958-05-08 CH CH5925658A patent/CH371118A/de unknown
1959
- 1959-05-06 BE BE578481A patent/BE578481A/fr unknown

Also Published As

Publication number	Publication date
BE578481A (fr)	1959-11-06

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