JPH01230574A - １，３−ジチオラン−２−オン誘導体の製造方法 - Google Patents
１，３−ジチオラン−２−オン誘導体の製造方法Info
- Publication number
- JPH01230574A JPH01230574A JP5719788A JP5719788A JPH01230574A JP H01230574 A JPH01230574 A JP H01230574A JP 5719788 A JP5719788 A JP 5719788A JP 5719788 A JP5719788 A JP 5719788A JP H01230574 A JPH01230574 A JP H01230574A
- Authority
- JP
- Japan
- Prior art keywords
- carbon disulfide
- reaction
- formula
- dithiolan
- reacting
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- ZBEWVJOWXJNDGJ-UHFFFAOYSA-N 1,3-dithiolan-2-one Chemical class O=C1SCCS1 ZBEWVJOWXJNDGJ-UHFFFAOYSA-N 0.000 title claims description 6
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims abstract description 42
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 150000002118 epoxides Chemical class 0.000 claims abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract description 27
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 21
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- 150000001875 compounds Chemical class 0.000 abstract description 10
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002994 raw material Substances 0.000 abstract 2
- 239000007810 chemical reaction solvent Substances 0.000 abstract 1
- 230000002498 deadly effect Effects 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 231100000614 poison Toxicity 0.000 abstract 1
- 230000007096 poisonous effect Effects 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- NJWSNNWLBMSXQR-UHFFFAOYSA-N 2-hexyloxirane Chemical compound CCCCCCC1CO1 NJWSNNWLBMSXQR-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XCWPBWWTGHQKDR-UHFFFAOYSA-N 1,3-dithiolane-2-thione Chemical compound S=C1SCCS1 XCWPBWWTGHQKDR-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 3
- -1 epoxide compound Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- UGBZULJIBDUPFO-UHFFFAOYSA-N 4-phenyl-1,3-dithiolan-2-one Chemical compound S1C(=O)SCC1C1=CC=CC=C1 UGBZULJIBDUPFO-UHFFFAOYSA-N 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- HXOYEKUNPUDUPM-UHFFFAOYSA-N 1,3-oxathiolane-2-thione Chemical compound S=C1OCCS1 HXOYEKUNPUDUPM-UHFFFAOYSA-N 0.000 description 1
- LGWWCMYOOVPLER-UHFFFAOYSA-N 4-ethyl-1,3-dithiolan-2-one Chemical compound C(C)C1SC(SC1)=O LGWWCMYOOVPLER-UHFFFAOYSA-N 0.000 description 1
- NFPWEXAVSWIDJE-UHFFFAOYSA-N 4-ethyl-1,3-dithiolane-2-thione Chemical compound CCC1CSC(=S)S1 NFPWEXAVSWIDJE-UHFFFAOYSA-N 0.000 description 1
- YXQDJSKSXLWHFQ-UHFFFAOYSA-N 4-hexyl-1,3-dithiolane-2-thione Chemical compound CCCCCCC1CSC(=S)S1 YXQDJSKSXLWHFQ-UHFFFAOYSA-N 0.000 description 1
- DSLRLRPNJIGHLW-UHFFFAOYSA-N 4-methyl-1,3-dithiolan-2-one Chemical compound CC1CSC(=O)S1 DSLRLRPNJIGHLW-UHFFFAOYSA-N 0.000 description 1
- OVMVMMNHNMZUAS-UHFFFAOYSA-N 4-methyl-1,3-dithiolane-2-thione Chemical compound CC1CSC(=S)S1 OVMVMMNHNMZUAS-UHFFFAOYSA-N 0.000 description 1
- UNAVLWYSWPISLX-UHFFFAOYSA-N 4-phenyl-1,3-dithiolane-2-thione Chemical compound S1C(=S)SCC1C1=CC=CC=C1 UNAVLWYSWPISLX-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000000262 chemical ionisation mass spectrometry Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 150000004662 dithiols Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- BRMYZIKAHFEUFJ-UHFFFAOYSA-L mercury diacetate Chemical compound CC(=O)O[Hg]OC(C)=O BRMYZIKAHFEUFJ-UHFFFAOYSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910017604 nitric acid 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
- 238000007086 side reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5719788A JPH01230574A (ja) | 1988-03-10 | 1988-03-10 | １，３−ジチオラン−２−オン誘導体の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5719788A JPH01230574A (ja) | 1988-03-10 | 1988-03-10 | １，３−ジチオラン−２−オン誘導体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01230574A true JPH01230574A (ja) | 1989-09-14 |
| JPH0415233B2 JPH0415233B2 (enrdf_load_stackoverflow) | 1992-03-17 |
Family
ID=13048765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5719788A Granted JPH01230574A (ja) | 1988-03-10 | 1988-03-10 | １，３−ジチオラン−２−オン誘導体の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01230574A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012214386A (ja) * | 2011-03-31 | 2012-11-08 | Wako Pure Chem Ind Ltd | 環状トリチオカーボネートの製造方法 |
-
1988
- 1988-03-10 JP JP5719788A patent/JPH01230574A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012214386A (ja) * | 2011-03-31 | 2012-11-08 | Wako Pure Chem Ind Ltd | 環状トリチオカーボネートの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0415233B2 (enrdf_load_stackoverflow) | 1992-03-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Wenkert et al. | Studies of 2, 2'-bipyridyl N, N'-dioxides | |
| EP0147472B1 (en) | 4-chloro-4-methyl-5-methylene-1,3-dioxolan-2-one | |
| JPH01230574A (ja) | １，３−ジチオラン−２−オン誘導体の製造方法 | |
| KR20010005943A (ko) | 0-(3-아미노-2-히드록시-프로필)-히드록심산할라이드의 제조방법 | |
| JPH01290662A (ja) | ピラゾールカルボン酸クロライド類の製造方法 | |
| JP3536480B2 (ja) | ４，５−ジハロゲノ−６−ジハロゲノメチルピリミジン及びその製法 | |
| JPS62207268A (ja) | １，３−ジチオラン−２−チオン誘導体の製造方法 | |
| JPH061776A (ja) | 置換ピラジンカルボニトリルの製造方法 | |
| JPH0376313B2 (enrdf_load_stackoverflow) | ||
| JPS6277370A (ja) | 含フツ素ピラゾ−ル誘導体 | |
| JP4635251B2 (ja) | 有機ビスマス化合物およびその製法 | |
| JPS63218673A (ja) | １，３−ジチオ−ル−２−チオン化合物の製造方法 | |
| EP0123719B1 (en) | Processes for preparing 5-acyloxymethyloxazolidin-2-one-derivatives | |
| JPS5838261A (ja) | 新規な１，３−二置換イミダゾ−ル誘導体及びその製造方法 | |
| JPS5978196A (ja) | ｓｙｍ−ジメチルジ−ｔｅｒｔ−ブチルジクロロジシラン | |
| EP4424692A1 (en) | Method for preparing asymmetric phosphate-based compound | |
| JPS59164772A (ja) | ペルフルオロラクタム類の製造方法 | |
| CN109336840A (zh) | 以dmf为碳源一步构建2-（4-氟苯基）-1,3,4-噁二唑的方法 | |
| JPH03258768A (ja) | １，３，５―パーヒドロトリアジン―２，４，６―トリチオン誘導体の製造方法 | |
| JPH07258234A (ja) | １，３，４−オキサジアゾール−２（３ｈ）−チオン類の製造法 | |
| JPH023630A (ja) | ２，６‐ジエチル‐４‐ヨードアニリン及びその製造法 | |
| JPS61148148A (ja) | Ｎ−置換アミドの製造方法 | |
| JPH01168673A (ja) | １，３−ジアルキルピラゾール−４−アルデヒド類の製造法 | |
| CN109232462A (zh) | 以dmf为碳源一步构建2-（1-萘基）-1,3,4-噁二唑的方法 | |
| JPH023672A (ja) | ２，６‐ジエチルアニリン誘導体およびその製法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |