HU182575B - Process for producing chloro-thioformic acid -s-esters - Google Patents
Process for producing chloro-thioformic acid -s-esters Download PDFInfo
- Publication number
- HU182575B HU182575B HU78SA3097A HUSA003097A HU182575B HU 182575 B HU182575 B HU 182575B HU 78SA3097 A HU78SA3097 A HU 78SA3097A HU SA003097 A HUSA003097 A HU SA003097A HU 182575 B HU182575 B HU 182575B
- Authority
- HU
- Hungary
- Prior art keywords
- reactor
- reaction zone
- liquid phase
- temperature
- minutes
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 23
- KTRFZWJCHOQHMN-UHFFFAOYSA-N chloromethanethioic s-acid Chemical compound SC(Cl)=O KTRFZWJCHOQHMN-UHFFFAOYSA-N 0.000 title abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 27
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 21
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 15
- 239000007791 liquid phase Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 12
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000007858 starting material Substances 0.000 claims description 7
- -1 chlorothio-succinic acid esters Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000000047 product Substances 0.000 description 14
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 10
- CETBSQOFQKLHHZ-UHFFFAOYSA-N Diethyl disulfide Chemical group CCSSCC CETBSQOFQKLHHZ-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 5
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 3
- JGZZEAPGGFAOAY-UHFFFAOYSA-N o-ethyl ethylsulfanylmethanethioate Chemical compound CCOC(=S)SCC JGZZEAPGGFAOAY-UHFFFAOYSA-N 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000011144 upstream manufacturing Methods 0.000 description 2
- LRDIEHDJWYRVPT-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1-sulfonic acid Chemical class C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 LRDIEHDJWYRVPT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-IGMARMGPSA-N Carbon-12 Chemical class [12C] OKTJSMMVPCPJKN-IGMARMGPSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- NSXKVMCVAPWBAV-UHFFFAOYSA-N butanethioyl chloride Chemical compound CCCC(Cl)=S NSXKVMCVAPWBAV-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- QCMHWZUFWLOOGI-UHFFFAOYSA-N s-ethyl chloromethanethioate Chemical compound CCSC(Cl)=O QCMHWZUFWLOOGI-UHFFFAOYSA-N 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/775,821 US4119659A (en) | 1975-11-28 | 1977-03-09 | Production of ethyl chlorothioformate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU182575B true HU182575B (en) | 1984-02-28 |
Family
ID=25105608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU78SA3097A HU182575B (en) | 1977-03-09 | 1978-03-08 | Process for producing chloro-thioformic acid -s-esters |
Country Status (20)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007204428A (ja) * | 2006-02-02 | 2007-08-16 | Sumitomo Chemical Co Ltd | クロロチオールホルメートの製造法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3165544A (en) * | 1960-09-06 | 1965-01-12 | Stauffer Chemical Co | Chlorothiolformates and preparation thereof |
| US3093537A (en) * | 1960-09-06 | 1963-06-11 | Tilles Harry | Chlorothiolformate pesticide |
| US4012405A (en) * | 1975-11-28 | 1977-03-15 | Stauffer Chemical Company | Production of ethyl chlorothioformate |
-
1978
- 1978-02-27 IL IL54140A patent/IL54140A/xx unknown
- 1978-03-02 AT AT0151578A patent/AT368992B/de not_active IP Right Cessation
- 1978-03-06 NL NLAANVRAGE7802453,A patent/NL188640C/xx not_active IP Right Cessation
- 1978-03-06 AU AU33881/78A patent/AU3388178A/en active Pending
- 1978-03-07 DD DD78204017A patent/DD134869A5/xx unknown
- 1978-03-07 RO RO7893427A patent/RO77787A/ro unknown
- 1978-03-07 IT IT48316/78A patent/IT1155865B/it active
- 1978-03-07 DE DE2809776A patent/DE2809776C2/de not_active Expired
- 1978-03-08 FR FR7806649A patent/FR2383172A1/fr active Granted
- 1978-03-08 BR BR7801423A patent/BR7801423A/pt unknown
- 1978-03-08 PL PL20516078A patent/PL205160A1/xx unknown
- 1978-03-08 HU HU78SA3097A patent/HU182575B/hu unknown
- 1978-03-08 GB GB9170/78A patent/GB1560608A/en not_active Expired
- 1978-03-08 ZA ZA00781370A patent/ZA781370B/xx unknown
- 1978-03-09 CH CH258778A patent/CH639949A5/de not_active IP Right Cessation
- 1978-03-09 YU YU561/78A patent/YU41428B/xx unknown
- 1978-03-09 ES ES467699A patent/ES467699A1/es not_active Expired
- 1978-03-09 BE BE2056744A patent/BE864686R/xx not_active IP Right Cessation
- 1978-03-09 JP JP2609078A patent/JPS53112816A/ja active Granted
- 1978-03-09 BG BG038954A patent/BG38486A3/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1560608A (en) | 1980-02-06 |
| JPS53112816A (en) | 1978-10-02 |
| BG38486A3 (en) | 1985-12-16 |
| JPS6228783B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-06-23 |
| YU56178A (en) | 1982-08-31 |
| YU41428B (en) | 1987-06-30 |
| FR2383172A1 (fr) | 1978-10-06 |
| IT1155865B (it) | 1987-01-28 |
| NL188640C (nl) | 1992-08-17 |
| BE864686R (nl) | 1978-09-11 |
| IL54140A (en) | 1982-03-31 |
| RO77787A (ro) | 1981-11-24 |
| ES467699A1 (es) | 1978-10-16 |
| BR7801423A (pt) | 1978-10-31 |
| ATA151578A (de) | 1982-04-15 |
| NL188640B (nl) | 1992-03-16 |
| FR2383172B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1984-02-10 |
| IL54140A0 (en) | 1978-04-30 |
| PL205160A1 (pl) | 1979-03-26 |
| AU3388178A (en) | 1979-09-13 |
| IT7848316A0 (it) | 1978-03-07 |
| CH639949A5 (en) | 1983-12-15 |
| AT368992B (de) | 1982-11-25 |
| NL7802453A (nl) | 1978-09-12 |
| ZA781370B (en) | 1979-02-28 |
| DE2809776C2 (de) | 1986-06-26 |
| DD134869A5 (de) | 1979-03-28 |
| DE2809776A1 (de) | 1978-09-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HPC4 | Succession in title of patentee |
Owner name: ZENECA INC, US |