DE2211478A1 - Verfahren und Vorrichtung zur Herstellung von N-Trihalogenalkylthioverbindungen - Google Patents
Verfahren und Vorrichtung zur Herstellung von N-TrihalogenalkylthioverbindungenInfo
- Publication number
- DE2211478A1 DE2211478A1 DE19722211478 DE2211478A DE2211478A1 DE 2211478 A1 DE2211478 A1 DE 2211478A1 DE 19722211478 DE19722211478 DE 19722211478 DE 2211478 A DE2211478 A DE 2211478A DE 2211478 A1 DE2211478 A1 DE 2211478A1
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- reaction zone
- zone
- nitrogen
- product
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 18
- 150000001875 compounds Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 3
- 238000006243 chemical reaction Methods 0.000 claims description 21
- RYFZYYUIAZYQLC-UHFFFAOYSA-N perchloromethyl mercaptan Chemical compound ClSC(Cl)(Cl)Cl RYFZYYUIAZYQLC-UHFFFAOYSA-N 0.000 claims description 14
- 238000001816 cooling Methods 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 7
- -1 nitrogen-containing organic compound Chemical class 0.000 claims description 5
- 238000000227 grinding Methods 0.000 claims description 2
- 125000001477 organic nitrogen group Chemical group 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000000047 product Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 6
- 150000001447 alkali salts Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical compound ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NOUSRZCHFPFLJH-UHFFFAOYSA-N 3a,4,5,7a-tetrahydroisoindole-1,3-dione;sodium Chemical compound [Na].C1=CCCC2C(=O)NC(=O)C21 NOUSRZCHFPFLJH-UHFFFAOYSA-N 0.000 description 1
- ILFKHFQSRXTZMS-UHFFFAOYSA-N 7-methyl-3-sulfanylideneisoindol-1-one Chemical compound CC1=CC=CC2=C1C(=O)NC2=S ILFKHFQSRXTZMS-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000005543 phthalimide group Chemical group 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- WUPVYJJCKYSGCR-UHFFFAOYSA-M sodium;3-oxoisoindol-1-olate Chemical compound [Na+].C1=CC=C2C(=O)[N-]C(=O)C2=C1 WUPVYJJCKYSGCR-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS2437A CS149838B1 (OSRAM) | 1971-04-06 | 1971-04-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2211478A1 true DE2211478A1 (de) | 1972-10-12 |
Family
ID=5361522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722211478 Pending DE2211478A1 (de) | 1971-04-06 | 1972-03-09 | Verfahren und Vorrichtung zur Herstellung von N-Trihalogenalkylthioverbindungen |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT319225B (OSRAM) |
| BR (1) | BR7201877D0 (OSRAM) |
| CH (1) | CH576439A5 (OSRAM) |
| CS (1) | CS149838B1 (OSRAM) |
| DE (1) | DE2211478A1 (OSRAM) |
| FR (1) | FR2136227A5 (OSRAM) |
| GB (2) | GB1389031A (OSRAM) |
| IL (1) | IL39028A (OSRAM) |
| IT (1) | IT954803B (OSRAM) |
| RO (1) | RO68887A (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101624366B (zh) * | 2009-03-11 | 2011-02-09 | 英德广农康盛化工有限责任公司 | 灭菌丹的工业化清洁生产工艺 |
| CN114369054A (zh) * | 2021-12-15 | 2022-04-19 | 宁夏格瑞精细化工有限公司 | 一种克菌丹或灭菌丹的合成方法 |
| EP4451881A1 (en) | 2021-12-23 | 2024-10-30 | Adama Makhteshim Ltd. | Phthalimide-based fungicide and method of preparation thereof |
| WO2025181808A1 (en) | 2024-02-29 | 2025-09-04 | Adama Makhteshim Ltd. | Enhanced process efficiency through the novel use of dispersants and processes for producing phthalimide based fungicide |
-
1971
- 1971-04-06 CS CS2437A patent/CS149838B1/cs unknown
-
1972
- 1972-03-06 IT IT21481/72A patent/IT954803B/it active
- 1972-03-09 DE DE19722211478 patent/DE2211478A1/de active Pending
- 1972-03-15 CH CH380872A patent/CH576439A5/xx not_active IP Right Cessation
- 1972-03-20 IL IL39028A patent/IL39028A/xx unknown
- 1972-03-22 AT AT246672A patent/AT319225B/de not_active IP Right Cessation
- 1972-03-24 GB GB1391472A patent/GB1389031A/en not_active Expired
- 1972-03-24 GB GB3906972*A patent/GB1389032A/en not_active Expired
- 1972-03-29 BR BR721877A patent/BR7201877D0/pt unknown
- 1972-04-06 FR FR7212163A patent/FR2136227A5/fr not_active Expired
- 1972-04-06 RO RO7270426A patent/RO68887A/ro unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL39028A0 (en) | 1972-05-30 |
| CH576439A5 (OSRAM) | 1976-06-15 |
| IL39028A (en) | 1975-07-28 |
| BR7201877D0 (pt) | 1973-12-20 |
| RO68887A (ro) | 1982-05-10 |
| CS149838B1 (OSRAM) | 1973-08-23 |
| AT319225B (de) | 1974-12-10 |
| GB1389032A (en) | 1975-04-03 |
| IT954803B (it) | 1973-09-15 |
| GB1389031A (en) | 1975-04-03 |
| FR2136227A5 (OSRAM) | 1972-12-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHW | Rejection |