SU421183A3 - Способ получения стероидов, ненасьщенных в положении 9 - Google Patents
Способ получения стероидов, ненасьщенных в положении 9Info
- Publication number
- SU421183A3 SU421183A3 SU1701832A SU1701832A SU421183A3 SU 421183 A3 SU421183 A3 SU 421183A3 SU 1701832 A SU1701832 A SU 1701832A SU 1701832 A SU1701832 A SU 1701832A SU 421183 A3 SU421183 A3 SU 421183A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- thionyl chloride
- tetrahydrofuran
- steroids
- assisted
- mixture
- Prior art date
Links
- 150000003431 steroids Chemical class 0.000 title description 11
- 238000000034 method Methods 0.000 title description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 24
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000006297 dehydration reaction Methods 0.000 description 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000004043 oxo group Chemical group O=* 0.000 description 2
- -1 steroid compound Chemical class 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002026 chloroform extract Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007530 organic bases Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
- C07J13/005—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17 with double bond in position 16 (17)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
- C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
- C07J5/0053—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa not substituted in position 16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HURI000410 HU162303B (enrdf_load_stackoverflow) | 1970-09-30 | 1970-09-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU421183A3 true SU421183A3 (ru) | 1974-03-25 |
Family
ID=11000851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1701832A SU421183A3 (ru) | 1970-09-30 | 1971-09-29 | Способ получения стероидов, ненасьщенных в положении 9 |
Country Status (10)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2521567A1 (fr) * | 1982-02-18 | 1983-08-19 | Roussel Uclaf | Nouveaux derives steroides 17(20)nitro, leur procede de preparation et leur application a la preparation de corticosteroides |
| FR2677029B1 (fr) * | 1991-05-23 | 1994-01-21 | Roussel Uclaf | Nouveaux derives sterouides de l'andostra-4,9(11),16-trien-3-one. |
| FR2676740B1 (fr) * | 1991-05-23 | 1993-11-05 | Roussel Uclaf | Nouveaux derives sterouides du pregna-4,9(11),17(20)-trie-3-one, leur preparation, leur application a la preparation de composes sterouides de type pregna-4,9(11),16-triene-3,20-dione et nouveaux intermediaires. |
-
1970
- 1970-09-30 HU HURI000410 patent/HU162303B/hu unknown
-
1971
- 1971-09-23 AT AT823971A patent/AT320872B/de not_active IP Right Cessation
- 1971-09-28 NL NL7113317A patent/NL7113317A/xx not_active Application Discontinuation
- 1971-09-28 CA CA123853A patent/CA926384A/en not_active Expired
- 1971-09-28 SE SE1227971A patent/SE376768B/xx unknown
- 1971-09-29 SU SU1701832A patent/SU421183A3/ru active
- 1971-09-29 DE DE19712148631 patent/DE2148631C3/de not_active Expired
- 1971-09-29 ES ES395534A patent/ES395534A1/es not_active Expired
- 1971-09-30 JP JP7595271A patent/JPS5330706B1/ja active Pending
- 1971-09-30 CS CS692671A patent/CS164766B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL7113317A (enrdf_load_stackoverflow) | 1972-04-05 |
| CS164766B2 (enrdf_load_stackoverflow) | 1975-11-28 |
| JPS5330706B1 (enrdf_load_stackoverflow) | 1978-08-29 |
| DE2148631A1 (de) | 1972-04-13 |
| DE2148631B2 (de) | 1973-03-22 |
| DE2148631C3 (de) | 1973-10-18 |
| HU162303B (enrdf_load_stackoverflow) | 1973-01-29 |
| SE376768B (sv) | 1975-06-09 |
| ES395534A1 (es) | 1973-12-16 |
| AT320872B (de) | 1975-03-10 |
| CA926384A (en) | 1973-05-15 |
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