GB1158709A - Process for the preparation of Chloroalkyl-S-Alkyl-and Aryl-Mono- or Di-Thiolphosphoric Acid Diester and Ester Amide Chlorides - Google Patents
Process for the preparation of Chloroalkyl-S-Alkyl-and Aryl-Mono- or Di-Thiolphosphoric Acid Diester and Ester Amide ChloridesInfo
- Publication number
- GB1158709A GB1158709A GB252168A GB252168A GB1158709A GB 1158709 A GB1158709 A GB 1158709A GB 252168 A GB252168 A GB 252168A GB 252168 A GB252168 A GB 252168A GB 1158709 A GB1158709 A GB 1158709A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- aryl
- chloroalkyl
- mono
- radicals
- 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
- -1 Ester Amide Chlorides Chemical class 0.000 title abstract 11
- 239000002253 acid Substances 0.000 title abstract 3
- 150000005690 diesters Chemical class 0.000 title abstract 3
- QRRUFWMAIUYUTR-UHFFFAOYSA-N 2-chlorophospholane Chemical compound ClC1PCCC1 QRRUFWMAIUYUTR-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- RVEZZJVBDQCTEF-UHFFFAOYSA-N sulfenic acid Chemical compound SO RVEZZJVBDQCTEF-UHFFFAOYSA-N 0.000 abstract 2
- PDXJYAGDICXHAQ-UHFFFAOYSA-N (2-methyl-1-oxopropan-2-yl) thiohypochlorite Chemical compound ClSC(C)(C)C=O PDXJYAGDICXHAQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004965 chloroalkyl group Chemical group 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/20—Esters of thiophosphoric acids containing P-halide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/26—Amides of acids of phosphorus containing P-halide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6578—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and sulfur atoms with or without oxygen atoms, as ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Abstract
1,158,709. Chloroalkyl-S-alkyl- (or aryl) mono- (or di-) thiolphosphoric acid diester or ester amide chlorides. FARBENFABRIKEN BAYER A.G. 17 Jan., 1968 [13 Feb., 1967], No. 2521/68. Heading C2C. Chloroalkyl - S - alkyl- or -aryl - mono- or di-thiolphosphoric acid diester or ester amide chlorides are obtained by reacting a 2-chlorophospholane or -phosphorinane derivative of the general formula with an aliphatic or aromatic sulphenic acid chloride of the formula R 7 -S-Cl, in which R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen atoms, alkyl, alkoxyalkyl or haloalkyl radicals, R, is an alkyl, alkenyl, or aryl radical (which may be substituted), X is an oxygen or sulphur atom or a N-alkyl- or N-aryl-amino group, n is 0 or 1, and if n is 1, then the radicals R 3 and R 4 together with the 5-carbon atom may also form a further heterocylic ring of the structure R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are preferably hydrogen atoms or alkyl radicals with 1 to 4 carbon atoms, which may be substituted by halogen or lower C 1 to C 6 alkoxy groups such as methyl, chloromethyl or methoxymethyl radicals. A large number of possible substituents for the group R 7 are listed, and in the examples the following sulphenic acid chlorides are used; methyl-, 4-tolyl-, 4-chlorophenyl-, 2-nitrophenyl- and phenyl-, and also 2-chlorosulphenylisobutyraldehyde. The process may be carried out in the presence of solvents or diluents at -20‹ to +50‹ C., preferably at -10‹ to +30‹ C., and the molar ratio of the 2-chlorophospholane or -phosphorinane to the sulphenic acid chloride is preferably 1 : 1.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0051508 | 1967-02-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1158709A true GB1158709A (en) | 1969-07-16 |
Family
ID=7104663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB252168A Expired GB1158709A (en) | 1967-02-13 | 1968-01-17 | Process for the preparation of Chloroalkyl-S-Alkyl-and Aryl-Mono- or Di-Thiolphosphoric Acid Diester and Ester Amide Chlorides |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE710644A (en) |
| CH (1) | CH491965A (en) |
| ES (1) | ES350389A1 (en) |
| FR (1) | FR1555973A (en) |
| GB (1) | GB1158709A (en) |
| IL (1) | IL29326A (en) |
| NL (1) | NL6801970A (en) |
-
1968
- 1968-01-16 CH CH61568A patent/CH491965A/en not_active IP Right Cessation
- 1968-01-17 IL IL2932668A patent/IL29326A/en unknown
- 1968-01-17 GB GB252168A patent/GB1158709A/en not_active Expired
- 1968-02-12 NL NL6801970A patent/NL6801970A/xx unknown
- 1968-02-12 BE BE710644D patent/BE710644A/xx unknown
- 1968-02-12 ES ES350389A patent/ES350389A1/en not_active Expired
- 1968-02-13 FR FR1555973D patent/FR1555973A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE710644A (en) | 1968-08-12 |
| IL29326A (en) | 1971-08-25 |
| FR1555973A (en) | 1969-01-31 |
| NL6801970A (en) | 1968-08-14 |
| ES350389A1 (en) | 1969-04-16 |
| CH491965A (en) | 1970-06-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |