KR830007621A - 2,3-디하이드로-1,4-디티인의 제조방법 - Google Patents
2,3-디하이드로-1,4-디티인의 제조방법 Download PDFInfo
- Publication number
- KR830007621A KR830007621A KR1019810004667A KR810004667A KR830007621A KR 830007621 A KR830007621 A KR 830007621A KR 1019810004667 A KR1019810004667 A KR 1019810004667A KR 810004667 A KR810004667 A KR 810004667A KR 830007621 A KR830007621 A KR 830007621A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- formula
- alkyl group
- catalyst
- methyl groups
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical group CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- PCGDBWLKAYKBTN-UHFFFAOYSA-N 1,2-dithiole Chemical compound C1SSC=C1 PCGDBWLKAYKBTN-UHFFFAOYSA-N 0.000 claims 1
- FLVUYLNVCUGFGX-UHFFFAOYSA-N 2,3-dihydro-1,4-dithiine Chemical compound C1CSC=CS1 FLVUYLNVCUGFGX-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- RIYVKHUVXPAOPS-UHFFFAOYSA-N dithiine Chemical compound S1SC=CC=C1 RIYVKHUVXPAOPS-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N p-toluenesulfonic acid Substances CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
- 125000005489 p-toluenesulfonic acid group Chemical group 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/08—Six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 구조식(Ⅱ)의 1,2-디티올을 구조식(Ⅲ)의 α-하이드록시 케톤과 반응시키고 물을 방출하여서 구조식(I)의 2,3-디하이드로-1,4-디티인을 제조하는 방법.상기 식에서,R1및 R2는 수소이거나 혹은 C1-C6의 알킬기로서 서로 같거나 다를 수 있으며, 또는 이들이 서로 결합하여 3개 또는 4개의 메틸렌기를 갖는 고리를 형성할 수도 있고,R3및 R4는 수소이거나 혹은 C1-C10의 알킬기로서 서로 같거나 다를 수 있으며, 이때의 알킬기는 저급 알콕시기로 치환될 수도 있다.
- 제1항에 있어서 상기 반응이 산 촉매의 존재하에 수행되는 방법.
- 제2항에 있어서 상기 촉매가 p-톨루엔설폰산인 방법.
- 제2항에 있어서 상기 촉매가 메탄설폰산인 방법.
- 제1항에 있어서 반응시 생성된 물이 공비(共沸)에 의하여 제거되는 방법.
- 제5항에 있어서 벤젠, 톨루엔 또는 크실렌으로 부터 선택된 용매가 반응 혼합물내에 존재하는 방법.
- 제1항에 있어서 R1및 R2는 메틸기이며 R3및 R4는 수소원자인 방법.
- 제1항에 있어서 R1,R2,R3는 메틸기이며 R4는 수소원자인 방법.
- 제1항에 있어서 R1및 R2는 메틸기이고 R3는 에틸기이며 R4는 수소원자인 방법.
- 제1항에 있어서 생성된 디하이드로 디티인이 적당한 산화제 처리에 의하여 대응하는 산화된 디티인으로 전환되는 방법.※참고사항:최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000365995A CA1150284A (en) | 1980-12-02 | 1980-12-02 | Method of making certain 2,3-dihydro-1,4-dithiins |
| CA365,995 | 1980-12-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830007621A true KR830007621A (ko) | 1983-11-04 |
| KR870000285B1 KR870000285B1 (ko) | 1987-02-25 |
Family
ID=4118618
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019810004667A KR870000285B1 (ko) | 1980-12-02 | 1981-12-01 | 2,3-디하이드로-1,4-디티인의 제조방법 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4319033A (ko) |
| EP (1) | EP0053494B1 (ko) |
| JP (1) | JPS57140782A (ko) |
| KR (1) | KR870000285B1 (ko) |
| AU (1) | AU548047B2 (ko) |
| BR (1) | BR8107821A (ko) |
| CA (1) | CA1150284A (ko) |
| DE (1) | DE3175599D1 (ko) |
| HU (1) | HU187479B (ko) |
| IL (1) | IL64412A (ko) |
| IN (1) | IN163673B (ko) |
| SU (1) | SU1085508A3 (ko) |
| YU (1) | YU280581A (ko) |
| ZA (1) | ZA818232B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1186321A (en) * | 1982-05-06 | 1985-04-30 | Uniroyal, Ltd. | Method of synthesizing dihydro-1, 4-dithiins |
| US5580544A (en) * | 1995-03-29 | 1996-12-03 | Uniroyal Chemical Company, Inc. | Paste formulation useful for seed treatment and foliar treatment of plants |
| US5719103A (en) * | 1996-05-02 | 1998-02-17 | Uniroyal Chemical Company, Inc. | Powder formulation useful for seed treatment and foliar treatment of plants |
| US7081436B2 (en) | 2001-01-26 | 2006-07-25 | General Electric Company | Paste formulation for seed treatment of plants |
| CN101817810A (zh) * | 2003-10-31 | 2010-09-01 | 日产化学工业株式会社 | 酰基化合物的制造方法 |
| CN102939294B (zh) * | 2010-05-21 | 2015-09-02 | 拜尔农作物科学股份公司 | 制备二噻英-四羧基-二酰亚胺的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3920438A (en) * | 1973-05-07 | 1975-11-18 | Uniroyal Inc | Substituted dithin tetroxide plant growth regulants |
| US3947264A (en) * | 1974-04-09 | 1976-03-30 | Uniroyal, Inc. | Substituted 2,3-dihydro-,4-oxathiin plant growth stunting agents |
| US4004018A (en) * | 1974-06-20 | 1977-01-18 | Uniroyal Inc. | 2,3-Dihydro-1,4-dithiin 1,1,4,4-tetroxide antimicrobials |
| US4026906A (en) * | 1975-01-10 | 1977-05-31 | Uniroyal Inc. | Substituted dithiin tetroxide plant growth regulants |
-
1980
- 1980-12-02 CA CA000365995A patent/CA1150284A/en not_active Expired
-
1981
- 1981-03-26 US US06/247,670 patent/US4319033A/en not_active Expired - Lifetime
- 1981-11-26 ZA ZA818232A patent/ZA818232B/xx unknown
- 1981-11-26 IN IN745/DEL/81A patent/IN163673B/en unknown
- 1981-11-27 DE DE8181305614T patent/DE3175599D1/de not_active Expired
- 1981-11-27 EP EP81305614A patent/EP0053494B1/en not_active Expired
- 1981-11-30 AU AU78107/81A patent/AU548047B2/en not_active Expired
- 1981-12-01 SU SU813364684A patent/SU1085508A3/ru active
- 1981-12-01 BR BR8107821A patent/BR8107821A/pt unknown
- 1981-12-01 IL IL64412A patent/IL64412A/xx not_active IP Right Cessation
- 1981-12-01 KR KR1019810004667A patent/KR870000285B1/ko active
- 1981-12-02 JP JP56194354A patent/JPS57140782A/ja active Granted
- 1981-12-02 HU HU813624A patent/HU187479B/hu unknown
- 1981-12-02 YU YU02805/81A patent/YU280581A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4319033A (en) | 1982-03-09 |
| CA1150284A (en) | 1983-07-19 |
| EP0053494A1 (en) | 1982-06-09 |
| KR870000285B1 (ko) | 1987-02-25 |
| SU1085508A3 (ru) | 1984-04-07 |
| IN163673B (ko) | 1988-10-29 |
| YU280581A (en) | 1984-02-29 |
| ZA818232B (en) | 1983-04-27 |
| AU548047B2 (en) | 1985-11-21 |
| BR8107821A (pt) | 1982-09-08 |
| HU187479B (en) | 1986-01-28 |
| IL64412A (en) | 1985-02-28 |
| DE3175599D1 (en) | 1987-01-02 |
| AU7810781A (en) | 1982-06-10 |
| EP0053494B1 (en) | 1986-11-12 |
| IL64412A0 (en) | 1982-03-31 |
| JPS6228141B2 (ko) | 1987-06-18 |
| JPS57140782A (en) | 1982-08-31 |
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