KR970070001A - (2,3-디히드로-5-벤조푸라닐)-아세토니트릴 - Google Patents
(2,3-디히드로-5-벤조푸라닐)-아세토니트릴 Download PDFInfo
- Publication number
- KR970070001A KR970070001A KR1019970006993A KR19970006993A KR970070001A KR 970070001 A KR970070001 A KR 970070001A KR 1019970006993 A KR1019970006993 A KR 1019970006993A KR 19970006993 A KR19970006993 A KR 19970006993A KR 970070001 A KR970070001 A KR 970070001A
- Authority
- KR
- South Korea
- Prior art keywords
- dihydro
- cyanide
- benzofuranyl
- acetonitrile
- carried out
- Prior art date
Links
- XMZGPMWFOOVMGC-UHFFFAOYSA-N 2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile Chemical compound N#CCC1=CC=C2OCCC2=C1 XMZGPMWFOOVMGC-UHFFFAOYSA-N 0.000 title claims abstract 6
- 238000000034 method Methods 0.000 claims abstract 10
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims abstract 7
- HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical compound C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 claims abstract 5
- 238000006243 chemical reaction Methods 0.000 claims abstract 4
- LALSYIKKTXUSLG-UHFFFAOYSA-N 2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid Chemical group OC(=O)CC1=CC=C2OCCC2=C1 LALSYIKKTXUSLG-UHFFFAOYSA-N 0.000 claims abstract 2
- SWPANFDAIKLKBD-UHFFFAOYSA-N 5-(chloromethyl)-2,3-dihydro-1-benzofuran Chemical compound ClCC1=CC=C2OCCC2=C1 SWPANFDAIKLKBD-UHFFFAOYSA-N 0.000 claims abstract 2
- 238000007127 saponification reaction Methods 0.000 claims abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 9
- -1 2,3-dihydro-5-benzofuranyl Chemical group 0.000 claims 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
- 238000007265 chloromethylation reaction Methods 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000002841 Lewis acid Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- ICAIHGOJRDCMHE-UHFFFAOYSA-O ammonium cyanide Chemical compound [NH4+].N#[C-] ICAIHGOJRDCMHE-UHFFFAOYSA-O 0.000 claims 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims 1
- MGFYSGNNHQQTJW-UHFFFAOYSA-N iodonium Chemical compound [IH2+] MGFYSGNNHQQTJW-UHFFFAOYSA-N 0.000 claims 1
- 150000007517 lewis acids Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910001511 metal iodide Inorganic materials 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 239000013543 active substance Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
Abstract
신규 화합물인 (2,3-디히드로-5-벤조푸라닐)-아세토니트릴은 2,3-디히드로벤조푸란을 클로로메틸화시키고 생성되는 2,3-디히드로-5-클로로메틸-벤조푸란을 시안화물과 반응시켜 제조한다. (2,3-디히드로-5-벤조푸라닐)-아세토니트릴은 비누화에 의해 여러 가지 제약 활성 물질을 제조하기 위한 중요한 중간체인 (2,3-디히드로-5-벤조푸라닐)-아세트산으로 전환될 수 있다. 이 중간체는 지금까지 번거로운 공정에 의해서만 낮은 수율로 얻을 수 있었다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 하기의 화학식 (1)의 (2,3-디히드로-5-벤조푸라닐)-아세토니트릴.
- 2,3-디히드로벤조푸란을 클로로메틸화시키고 생성되는 2,3-디히드로-5-클로로메틸-벤조푸란을 시안화물과 반응시켜 (2,3-디히드로-5-벤조푸라닐)-아세토니트릴을 얻는 것으로 이루어진 (2,3-디히드로-5-벤조푸라닐)-아세토니트릴의 제조 방법.
- 제2항에 있어서, 클로로메틸화를 포름알데히드 또는 반응 조건 하에서 포름알데히드를 방출하는 포름알데히드 유도체, 염산 및 축합제를 사용해서 수행하는 방법.
- 제2항에 있어서, 클로로메틸화를 α.α'-디클로로디메틸 에테르 또는 화학식 Cl-CH2-O-R (여기서 R=C1-C10-알킬)의 클로로메틸 알킬 에테르를 사용해서 수행하는 방법.
- 제2항에 있어서, 루이스산 또는 유기 또는 무기 프로톤산을 축합체로 사용하는 방법.
- 제2항에 있어서, 2,3-디히드로벤조푸란 몰당 1 내지 10몰의 포름알데히드 또는 같은 양의 포름알데히드를 방출하는 포름알데히드 유도체, 1 내지 10몰의 염산 및 0.02 내지 1몰의 축합제를 사용하는 방법.
- 제2항에 있어서, 클로로메틸화를 -10 내지 +150℃의 범위에서 수행하는 방법.
- 제2항에 있어서, 사용되는 시안화물이 알칼리 금속 시안화물 또는 알칼리 토류 금속 시안화물, 원소 쥬기율표의 Ⅰb족 Ⅱb족 금속의 시안화물, 또는 시안화암모늄 또는 시안화포스포늄인 방법.
- 제2항에 있어서, 시안화물과의 반응에 금속 요오드화물을 가하는 방법.
- 제2항에 있어서, 시안화물과의 반응을 0 내지 200℃에서 수행하는 방법.
- 비누화에 의한 (2,3-디히드로-5-벤조푸라닐)-아세트산의 제조에 있어서 (2,3-디히드로-5-벤조푸라닐)-아세토니트릴의 용도.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19608408.3 | 1996-03-05 | ||
DE19608408 | 1996-03-05 | ||
DE19614090A DE19614090A1 (de) | 1996-03-05 | 1996-04-09 | (2,3-Dihydro-5-benzofuranyl)-acetonitril |
DE19614090.0 | 1996-04-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR970070001A true KR970070001A (ko) | 1997-11-07 |
Family
ID=26023485
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019970006993A KR970070001A (ko) | 1996-03-05 | 1997-03-04 | (2,3-디히드로-5-벤조푸라닐)-아세토니트릴 |
Country Status (8)
Country | Link |
---|---|
US (1) | US5693831A (ko) |
EP (1) | EP0794183B1 (ko) |
JP (1) | JPH09241250A (ko) |
KR (1) | KR970070001A (ko) |
CZ (1) | CZ66597A3 (ko) |
DE (2) | DE19614090A1 (ko) |
ES (1) | ES2148855T3 (ko) |
HU (1) | HUP9700545A3 (ko) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6787063B2 (en) * | 2001-03-12 | 2004-09-07 | Seiko Epson Corporation | Compositions, methods for producing films, functional elements, methods for producing functional elements, methods for producing electro-optical devices and methods for producing electronic apparatus |
JP6329567B2 (ja) * | 2014-01-23 | 2018-05-23 | 旭化成株式会社 | 粘接着剤組成物及び粘接着性テープ |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5210257A (en) * | 1975-07-11 | 1977-01-26 | Kyowa Hakko Kogyo Co Ltd | Preparation of benzofuran derivatives |
US4128659A (en) * | 1977-12-19 | 1978-12-05 | Riker Laboratories, Inc. | Antimicrobial polycyclic nitrofurans |
KR910011823A (ko) * | 1989-12-28 | 1991-08-07 | 요시또시 가즈오 | 벤조푸란 유도체 |
KR930004289A (ko) * | 1990-08-31 | 1993-03-22 | 바르쯔, 스타인호프 | 2,3-디히드로벤조푸란 및 그의 제조방법 |
WO1994015930A1 (en) * | 1993-01-12 | 1994-07-21 | Asahi Kasei Kogyo Kabushiki Kaisha | 2,3-dihydrobenzofuran derivative |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0029360A1 (en) * | 1979-11-15 | 1981-05-27 | Shell Internationale Researchmaatschappij B.V. | Pesticidal compounds, compositions containing them and methods of killing arthropods using them |
-
1996
- 1996-04-09 DE DE19614090A patent/DE19614090A1/de not_active Withdrawn
-
1997
- 1997-02-20 DE DE59701867T patent/DE59701867D1/de not_active Expired - Fee Related
- 1997-02-20 EP EP97102726A patent/EP0794183B1/de not_active Expired - Lifetime
- 1997-02-20 ES ES97102726T patent/ES2148855T3/es not_active Expired - Lifetime
- 1997-02-27 US US08/804,622 patent/US5693831A/en not_active Expired - Fee Related
- 1997-02-28 JP JP9060138A patent/JPH09241250A/ja active Pending
- 1997-03-04 HU HU9700545A patent/HUP9700545A3/hu unknown
- 1997-03-04 KR KR1019970006993A patent/KR970070001A/ko not_active Application Discontinuation
- 1997-03-04 CZ CZ97665A patent/CZ66597A3/cs unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5210257A (en) * | 1975-07-11 | 1977-01-26 | Kyowa Hakko Kogyo Co Ltd | Preparation of benzofuran derivatives |
US4128659A (en) * | 1977-12-19 | 1978-12-05 | Riker Laboratories, Inc. | Antimicrobial polycyclic nitrofurans |
KR910011823A (ko) * | 1989-12-28 | 1991-08-07 | 요시또시 가즈오 | 벤조푸란 유도체 |
KR930004289A (ko) * | 1990-08-31 | 1993-03-22 | 바르쯔, 스타인호프 | 2,3-디히드로벤조푸란 및 그의 제조방법 |
WO1994015930A1 (en) * | 1993-01-12 | 1994-07-21 | Asahi Kasei Kogyo Kabushiki Kaisha | 2,3-dihydrobenzofuran derivative |
Also Published As
Publication number | Publication date |
---|---|
US5693831A (en) | 1997-12-02 |
ES2148855T3 (es) | 2000-10-16 |
HUP9700545A3 (en) | 1999-03-01 |
EP0794183B1 (de) | 2000-06-14 |
CZ66597A3 (en) | 1997-09-17 |
HUP9700545A2 (hu) | 1998-12-28 |
DE19614090A1 (de) | 1997-09-11 |
JPH09241250A (ja) | 1997-09-16 |
HU9700545D0 (en) | 1997-04-28 |
EP0794183A1 (de) | 1997-09-10 |
DE59701867D1 (de) | 2000-07-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR970070001A (ko) | (2,3-디히드로-5-벤조푸라닐)-아세토니트릴 | |
KR840005070A (ko) | 아미노알카디엔 유도체의 제조방법 | |
KR920002510A (ko) | 4-하이드록시부틸 (메트)아크릴레이트의 제조방법 | |
ES483249A1 (es) | Procedimiento para la obtencion de diciclopentilen(2,2'-bis (4-alquil-6-t-butilfenoles). | |
JPS53144503A (en) | Preparation of aldehyde | |
KR830003415A (ko) | 15-설폰 아미도 프로스타글란딘 유도체 | |
JPS56127337A (en) | Preparation of n-alkylamine | |
JPS55145694A (en) | Preparation of dodecaphenylsilsesquioxane | |
JPS56128729A (en) | Preparation of benzyl-beta-dimethyl ketal | |
JPS57185288A (en) | Preparation of bis(alkylbenzylidene)sorbitol | |
KR840002853A (ko) | 아미노프로필아미노 블레오마이신 유도체류와 그 제조방법 | |
SU724512A1 (ru) | Способ получени 2-(2-фталимидоэтил) тиазола | |
GB1472368A (en) | Process for the preparation of 4-hydroxy-3-methoxy-phenylace tonitrile | |
JPS5427527A (en) | Preparation of 2-bromo-3-methylbutyrylurea | |
KR920018000A (ko) | α,β-불포화된 알데히드 및 케톤의 제조방법 | |
JPS5683471A (en) | Novel preparation of pindolol | |
JPS56113736A (en) | Preparation of 2-arylalkanoic acid | |
JPS55141471A (en) | Preparation of alpha-dimethylamino-epsilon-caprolactam | |
JPS5441869A (en) | 1-methylsulfinyl-1-methylthio-2-(n-alkylpyrrolyl-2)- ethylene | |
JPS6461467A (en) | 5-fluorouracil derivative | |
JPS55144016A (en) | Preparation of novolak | |
JPS5455100A (en) | Preparation of organosilicon polymer | |
JPS5436278A (en) | Preparation of 8-chloro-quinaldine | |
JPS57192380A (en) | Preparation of 4-alkoxy-1,3-dioxane-5-carbonitriles | |
JPS52136183A (en) | Recovery of piperazine |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
E601 | Decision to refuse application |