JPS62207268A - １，３−ジチオラン−２−チオン誘導体の製造方法 - Google Patents
１，３−ジチオラン−２−チオン誘導体の製造方法Info
- Publication number
- JPS62207268A JPS62207268A JP4936686A JP4936686A JPS62207268A JP S62207268 A JPS62207268 A JP S62207268A JP 4936686 A JP4936686 A JP 4936686A JP 4936686 A JP4936686 A JP 4936686A JP S62207268 A JPS62207268 A JP S62207268A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- carbon disulfide
- dithiolane
- base
- compound shown
- 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 8
- XCWPBWWTGHQKDR-UHFFFAOYSA-N 1,3-dithiolane-2-thione Chemical class S=C1SCCS1 XCWPBWWTGHQKDR-UHFFFAOYSA-N 0.000 title claims description 5
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims abstract description 54
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- VOVUARRWDCVURC-UHFFFAOYSA-N thiirane Chemical compound C1CS1 VOVUARRWDCVURC-UHFFFAOYSA-N 0.000 claims description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 24
- 150000001875 compounds Chemical class 0.000 abstract description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract description 4
- FHCPAXDKURNIOZ-UHFFFAOYSA-N tetrathiafulvalene Chemical compound S1C=CSC1=C1SC=CS1 FHCPAXDKURNIOZ-UHFFFAOYSA-N 0.000 abstract description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract description 2
- 239000013543 active substance Substances 0.000 abstract description 2
- 150000002118 epoxides Chemical class 0.000 abstract description 2
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 abstract description 2
- 229940116357 potassium thiocyanate Drugs 0.000 abstract description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- -1 thiirane compound Chemical class 0.000 abstract 2
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- QMQSSUMAIXESIR-UHFFFAOYSA-N 4,4-dimethyl-1,3-dithiolane-2-thione Chemical compound CC1(C)CSC(=S)S1 QMQSSUMAIXESIR-UHFFFAOYSA-N 0.000 description 2
- OVMVMMNHNMZUAS-UHFFFAOYSA-N 4-methyl-1,3-dithiolane-2-thione Chemical compound CC1CSC(=S)S1 OVMVMMNHNMZUAS-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 238000000262 chemical ionisation mass spectrometry Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- XRWMHJJHPQTTLQ-UHFFFAOYSA-N 2-(chloromethyl)thiirane Chemical compound ClCC1CS1 XRWMHJJHPQTTLQ-UHFFFAOYSA-N 0.000 description 1
- MBNVSWHUJDDZRH-UHFFFAOYSA-N 2-methylthiirane Chemical compound CC1CS1 MBNVSWHUJDDZRH-UHFFFAOYSA-N 0.000 description 1
- OQOIYECUXDNABI-UHFFFAOYSA-N 2-phenylthiirane Chemical compound C1SC1C1=CC=CC=C1 OQOIYECUXDNABI-UHFFFAOYSA-N 0.000 description 1
- PQWJNIJNYRPOAA-UHFFFAOYSA-N 7-thiabicyclo[4.1.0]heptane Chemical compound C1CCCC2SC21 PQWJNIJNYRPOAA-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 241001061127 Thione Species 0.000 description 1
- 210000003323 beak Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- USAIOOFEIMNEDN-UHFFFAOYSA-L disodium;carbonotrithioate Chemical compound [Na+].[Na+].[S-]C([S-])=S USAIOOFEIMNEDN-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant 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
- 239000007858 starting material Substances 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
Landscapes
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4936686A JPS62207268A (ja) | 1986-03-06 | 1986-03-06 | １，３−ジチオラン−２−チオン誘導体の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4936686A JPS62207268A (ja) | 1986-03-06 | 1986-03-06 | １，３−ジチオラン−２−チオン誘導体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62207268A true JPS62207268A (ja) | 1987-09-11 |
| JPH0130832B2 JPH0130832B2 (enrdf_load_stackoverflow) | 1989-06-22 |
Family
ID=12829018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4936686A Granted JPS62207268A (ja) | 1986-03-06 | 1986-03-06 | １，３−ジチオラン−２−チオン誘導体の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62207268A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100832128B1 (ko) | 2007-04-20 | 2008-05-27 | 경희대학교 산학협력단 | 알킬렌트리티오카보네이트의 제조방법 |
| JP2008518081A (ja) * | 2004-10-26 | 2008-05-29 | ケムチュア コーポレイション | 潤滑剤及び燃料用の１，３−ジチオラン−２−チオン添加剤 |
| KR100898319B1 (ko) | 2007-05-29 | 2009-05-20 | 경희대학교 산학협력단 | 이미다졸륨 할로겐화합물을 이용한알킬렌트리티오카보네이트의 제조방법 |
| 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 |
-
1986
- 1986-03-06 JP JP4936686A patent/JPS62207268A/ja active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008518081A (ja) * | 2004-10-26 | 2008-05-29 | ケムチュア コーポレイション | 潤滑剤及び燃料用の１，３−ジチオラン−２−チオン添加剤 |
| KR100832128B1 (ko) | 2007-04-20 | 2008-05-27 | 경희대학교 산학협력단 | 알킬렌트리티오카보네이트의 제조방법 |
| KR100898319B1 (ko) | 2007-05-29 | 2009-05-20 | 경희대학교 산학협력단 | 이미다졸륨 할로겐화합물을 이용한알킬렌트리티오카보네이트의 제조방법 |
| 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 |
|---|---|
| JPH0130832B2 (enrdf_load_stackoverflow) | 1989-06-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |