GB1156042A - An improved process for the preparation of organic epoxides - Google Patents
An improved process for the preparation of organic epoxidesInfo
- Publication number
- GB1156042A GB1156042A GB4239266A GB4239266A GB1156042A GB 1156042 A GB1156042 A GB 1156042A GB 4239266 A GB4239266 A GB 4239266A GB 4239266 A GB4239266 A GB 4239266A GB 1156042 A GB1156042 A GB 1156042A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphonium
- chloride
- dimethyl
- group
- organic
- 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.)
- Expired
Links
- 150000002118 epoxides Chemical class 0.000 title abstract 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 4
- -1 sulphonium halide compounds Chemical class 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical class CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 abstract 2
- FWJGYBYFHLIRTQ-UHFFFAOYSA-M (4-ethenylphenyl)methyl-dimethylsulfanium chloride Chemical compound [Cl-].C(=C)C1=CC=C(C[S+](C)C)C=C1 FWJGYBYFHLIRTQ-UHFFFAOYSA-M 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 abstract 1
- LLYXUFQXCNIGDG-UHFFFAOYSA-N 3-ethylbenzaldehyde Chemical compound CCC1=CC=CC(C=O)=C1 LLYXUFQXCNIGDG-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical group S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 abstract 1
- JQGZZFZVIMQTEN-UHFFFAOYSA-M [Cl-].CC1=CC=C(C[S+](C)C)C=C1 Chemical compound [Cl-].CC1=CC=C(C[S+](C)C)C=C1 JQGZZFZVIMQTEN-UHFFFAOYSA-M 0.000 abstract 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- XLRCXWHGTFHOKU-UHFFFAOYSA-M benzyl(dimethyl)sulfanium;chloride Chemical compound [Cl-].C[S+](C)CC1=CC=CC=C1 XLRCXWHGTFHOKU-UHFFFAOYSA-M 0.000 abstract 1
- GVXYYRZMASRTPS-UHFFFAOYSA-N dimethylsulfanium chloride Chemical class [Cl-].C[SH+]C GVXYYRZMASRTPS-UHFFFAOYSA-N 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- WZZMHOBVLAEJOD-UHFFFAOYSA-N methylsulfanylmethane;hydrobromide Chemical compound [Br-].C[SH+]C WZZMHOBVLAEJOD-UHFFFAOYSA-N 0.000 abstract 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- DSLBDAPZIGYINM-UHFFFAOYSA-N sulfanium;chloride Chemical compound S.Cl DSLBDAPZIGYINM-UHFFFAOYSA-N 0.000 abstract 1
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical compound C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/28—Ethers with hydroxy compounds containing oxirane rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48974365A | 1965-09-23 | 1965-09-23 | |
| US48973365A | 1965-09-23 | 1965-09-23 | |
| US502365A US3426046A (en) | 1965-10-22 | 1965-10-22 | Synthesis of epoxides from allylic sulfonium salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1156042A true GB1156042A (en) | 1969-06-25 |
Family
ID=33303926
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4239266A Expired GB1156042A (en) | 1965-09-23 | 1966-09-22 | An improved process for the preparation of organic epoxides |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE687242A (enrdf_load_stackoverflow) |
| DE (1) | DE1568414A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1495674A (enrdf_load_stackoverflow) |
| GB (1) | GB1156042A (enrdf_load_stackoverflow) |
| NL (1) | NL6613466A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0072580A3 (en) * | 1980-05-16 | 1983-09-07 | Bayer Ag | 1-hydroxyethyl-azole derivatives, process for their preparation and their use as plant growth regulators and fungicides |
| EP0205400A3 (de) * | 1985-06-03 | 1987-10-14 | Ciba-Geigy Ag | Verfahren zur Herstellung von Alkyloxiranen |
| US8252959B2 (en) | 2004-07-08 | 2012-08-28 | Basf Se | Preparation of α-hydroxy and α-amino ketones |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2526796B1 (fr) * | 1982-05-14 | 1987-08-14 | Agrifurane Sa | Procede de transformation d'un aldehyde ou d'une cetone en epoxyde correspondant, en particulier de furfural en furyloxirannes, et nouveaux epoxydes obtenus a partir du furfural |
-
1966
- 1966-09-15 DE DE19661568414 patent/DE1568414A1/de active Pending
- 1966-09-22 GB GB4239266A patent/GB1156042A/en not_active Expired
- 1966-09-22 FR FR77217A patent/FR1495674A/fr not_active Expired
- 1966-09-22 BE BE687242D patent/BE687242A/xx unknown
- 1966-09-23 NL NL6613466A patent/NL6613466A/xx unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0072580A3 (en) * | 1980-05-16 | 1983-09-07 | Bayer Ag | 1-hydroxyethyl-azole derivatives, process for their preparation and their use as plant growth regulators and fungicides |
| US4911746A (en) * | 1980-05-16 | 1990-03-27 | Bayer Aktiengesellschaft | 1-hydroxyethyl-azole compounds and agricultural compositions |
| EP0205400A3 (de) * | 1985-06-03 | 1987-10-14 | Ciba-Geigy Ag | Verfahren zur Herstellung von Alkyloxiranen |
| US8252959B2 (en) | 2004-07-08 | 2012-08-28 | Basf Se | Preparation of α-hydroxy and α-amino ketones |
| US8575394B2 (en) | 2004-07-08 | 2013-11-05 | Basf Se | Preparation of alpha-hydroxyketones |
Also Published As
| Publication number | Publication date |
|---|---|
| BE687242A (fr) | 1967-03-22 |
| FR1495674A (fr) | 1967-09-22 |
| NL6613466A (enrdf_load_stackoverflow) | 1967-03-28 |
| DE1568414A1 (de) | 1970-04-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 416 | Proceeding under section 16 patents act 1949 | ||
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |