JPH0436149B2 - - Google Patents
Info
- Publication number
- JPH0436149B2 JPH0436149B2 JP25727384A JP25727384A JPH0436149B2 JP H0436149 B2 JPH0436149 B2 JP H0436149B2 JP 25727384 A JP25727384 A JP 25727384A JP 25727384 A JP25727384 A JP 25727384A JP H0436149 B2 JPH0436149 B2 JP H0436149B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- sulfur dichloride
- amino compound
- reaction
- sulfur
- 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.)
- Expired
Links
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 claims description 42
- -1 amino compound Chemical class 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000005660 chlorination reaction Methods 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- YAUWHXKOYHADTR-UHFFFAOYSA-N butyl n-methylcarbamate Chemical compound CCCCOC(=O)NC YAUWHXKOYHADTR-UHFFFAOYSA-N 0.000 description 2
- 239000012320 chlorinating reagent Substances 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- 125000005265 dialkylamine group Chemical group 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UYMNTLHIORJZIV-UHFFFAOYSA-N [1-(2,2-dimethyl-3H-1-benzofuran-7-yl)butoxycarbonyl-methylamino]sulfanyl-methylcarbamic acid Chemical compound CCCC(C1=CC=CC2=C1OC(C2)(C)C)OC(=O)N(C)SN(C)C(=O)O UYMNTLHIORJZIV-UHFFFAOYSA-N 0.000 description 1
- PKOJXVKTFSSHAK-UHFFFAOYSA-N [2-(2,2-dimethyl-3H-1-benzofuran-7-yl)propan-2-yl-(3-ethoxy-3-oxopropyl)amino]sulfanyl-methylcarbamic acid Chemical compound CCOC(=O)CCN(C(C)(C)C1=CC=CC2=C1OC(C2)(C)C)SN(C)C(=O)O PKOJXVKTFSSHAK-UHFFFAOYSA-N 0.000 description 1
- HHPJUPFYSPRRDT-UHFFFAOYSA-N [butyl-[4-(2,2-dimethyl-3H-1-benzofuran-7-yl)butyl]amino]sulfanyl-methylcarbamic acid Chemical compound CCCCN(CCCCC1=CC=CC2=C1OC(C2)(C)C)SN(C)C(=O)O HHPJUPFYSPRRDT-UHFFFAOYSA-N 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25727384A JPS61134368A (ja) | 1984-12-05 | 1984-12-05 | N−クロルスルフェニル化合物の製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25727384A JPS61134368A (ja) | 1984-12-05 | 1984-12-05 | N−クロルスルフェニル化合物の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61134368A JPS61134368A (ja) | 1986-06-21 |
JPH0436149B2 true JPH0436149B2 (enrdf_load_stackoverflow) | 1992-06-15 |
Family
ID=17304087
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP25727384A Granted JPS61134368A (ja) | 1984-12-05 | 1984-12-05 | N−クロルスルフェニル化合物の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61134368A (enrdf_load_stackoverflow) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01180872A (ja) * | 1988-01-12 | 1989-07-18 | Mitsubishi Kasei Corp | 高純度アミノスルフェニルクロリドの製法 |
-
1984
- 1984-12-05 JP JP25727384A patent/JPS61134368A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS61134368A (ja) | 1986-06-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |