GB1116126A - Process for the preparation of a mercapto-thiophosphoric acid ester - Google Patents
Process for the preparation of a mercapto-thiophosphoric acid esterInfo
- Publication number
- GB1116126A GB1116126A GB493167A GB493167A GB1116126A GB 1116126 A GB1116126 A GB 1116126A GB 493167 A GB493167 A GB 493167A GB 493167 A GB493167 A GB 493167A GB 1116126 A GB1116126 A GB 1116126A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- thiophosphoric acid
- monothioglycol
- naoh
- mercapto
- 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
- 238000000034 method Methods 0.000 title abstract 2
- LHINEJPCNOYSCT-UHFFFAOYSA-N dihydroxy-sulfanylidene-sulfanyloxy-$l^{5}-phosphane Chemical compound OP(O)(=S)OS LHINEJPCNOYSCT-UHFFFAOYSA-N 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 12
- AXKBOWBNOCUNJL-UHFFFAOYSA-M sodium;2-nitrophenolate Chemical compound [Na+].[O-]C1=CC=CC=C1[N+]([O-])=O AXKBOWBNOCUNJL-UHFFFAOYSA-M 0.000 abstract 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- AJQOQOUOWOXRRD-UHFFFAOYSA-N COP(O)(OC)=[S+]CCSC Chemical compound COP(O)(OC)=[S+]CCSC AJQOQOUOWOXRRD-UHFFFAOYSA-N 0.000 abstract 1
- IOJBNVBZZYSKNG-UHFFFAOYSA-N C[ClH]P(=S)(Cl)[ClH]C Chemical compound C[ClH]P(=S)(Cl)[ClH]C IOJBNVBZZYSKNG-UHFFFAOYSA-N 0.000 abstract 1
- IQLPGLICPZNTPK-UHFFFAOYSA-N [P].OS(Cl)(=O)=O Chemical compound [P].OS(Cl)(=O)=O IQLPGLICPZNTPK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002002 slurry Substances 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
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
S-methylmercaptoethyl thiophosphoric acid dimethyl ester is obtained (a) by reacting dimethylthiophosphoric acid chloride with sodium nitrophenolate followed by reaction with monothioglycol-S-methyl ether in the presence of a concentrated solution of NaOH at a temperature of up to 30 DEG C.; or (b) by reacting phosphorus sulphochloride with a substantially equimolar amount of sodium nitrophenolate, reacting the resulting mixture with methanolic sodium hydroxide solution and then further reacting with monothioglycol-S-methyl ether in the presence of a concentrated solution of NaOH at a temperature up to 30 DEG C. The sodium hydroxide concentration is suitably 50% and the process can be carried out continuously by successive addition of the reaction components to a circulatory system containing sodium nitrophenolate, e.g. in the form of a slurry in chlorobenzene.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEV25712A DE1242602B (en) | 1964-03-31 | 1964-03-31 | Process for the preparation of beta-alkylmercaptoethyl-dialkyl-thiophosphoric acid triesters |
| NL6615819A NL6615819A (en) | 1964-03-31 | 1966-11-09 | |
| GB493167A GB1116126A (en) | 1964-03-31 | 1967-02-01 | Process for the preparation of a mercapto-thiophosphoric acid ester |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEV25712A DE1242602B (en) | 1964-03-31 | 1964-03-31 | Process for the preparation of beta-alkylmercaptoethyl-dialkyl-thiophosphoric acid triesters |
| NL6615819A NL6615819A (en) | 1964-03-31 | 1966-11-09 | |
| GB493167A GB1116126A (en) | 1964-03-31 | 1967-02-01 | Process for the preparation of a mercapto-thiophosphoric acid ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1116126A true GB1116126A (en) | 1968-06-06 |
Family
ID=27213313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB493167A Expired GB1116126A (en) | 1964-03-31 | 1967-02-01 | Process for the preparation of a mercapto-thiophosphoric acid ester |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1242602B (en) |
| GB (1) | GB1116126A (en) |
| NL (1) | NL6615819A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102599150A (en) * | 2011-01-25 | 2012-07-25 | 郑州农达生化制品有限公司 | Plant growth regulator |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE836349C (en) * | 1950-05-10 | 1952-04-10 | Bayer Ag | Process for the preparation of neutral esters of thiophosphoric acid |
| DE935432C (en) * | 1953-06-10 | 1955-11-17 | Bayer Ag | Process for the preparation of O, O-dialkyl-O-ª ‰ -alkyl mercaptoaethyl thiophosphates |
| US3005003A (en) * | 1955-03-31 | 1961-10-17 | Mini Of Supply | Manufacture of organic phosphorus compounds |
-
1964
- 1964-03-31 DE DEV25712A patent/DE1242602B/en active Pending
-
1966
- 1966-11-09 NL NL6615819A patent/NL6615819A/xx unknown
-
1967
- 1967-02-01 GB GB493167A patent/GB1116126A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102599150A (en) * | 2011-01-25 | 2012-07-25 | 郑州农达生化制品有限公司 | Plant growth regulator |
| CN102599150B (en) * | 2011-01-25 | 2013-09-04 | 郑州农达生化制品有限公司 | Plant growth regulator |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1242602B (en) | 1967-06-22 |
| NL6615819A (en) | 1968-05-10 |
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