Showing content from https://patents.google.com/patent/GB678987A/en below:
GB678987A - Improvements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid
GB678987A - Improvements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid - Google PatentsImprovements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid Info
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Publication number
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GB678987A
GB678987A GB14084/50A GB1408450A GB678987A GB 678987 A GB678987 A GB 678987A GB 14084/50 A GB14084/50 A GB 14084/50A GB 1408450 A GB1408450 A GB 1408450A GB 678987 A GB678987 A GB 678987A
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Authority
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GB
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United Kingdom
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Prior art keywords
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phenethyl
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dithiocarbamic acid
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amine
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salt
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zinc
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Prior art date
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1949-07-11
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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.)
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Expired
Application number
GB14084/50A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical Co
Priority date (The priority date 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 date listed.)
1949-07-11
Filing date
1950-06-06
Publication date
1952-09-10
1950-06-06 Application filed by Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
1952-09-10 Publication of GB678987A publication Critical patent/GB678987A/en
Status Expired legal-status Critical Current
Links
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 229910001385 heavy metal Inorganic materials 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 2
- 229910052753 mercury Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 abstract 2
- 235000009529 zinc sulphate Nutrition 0.000 abstract 2
- 239000011686 zinc sulphate Substances 0.000 abstract 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 abstract 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 1
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical compound CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 abstract 1
- PAMIQIKDUOTOBW-UHFFFAOYSA-N N-methylcyclohexylamine Natural products CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- -1 primary Chemical class 0.000 abstract 1
- 238000013040 rubber vulcanization Methods 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003751 zinc Chemical class 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C333/14—Dithiocarbamic acids; Derivatives thereof
- C07C333/16—Salts of dithiocarbamic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises salts of di-(b -phenethyl)-dithiocarbamic acid with amines (e.g. primary, secondary and tertiary aliphatic, cycloaliphatic, araliphatic and aromatic amines) or with heavy metals (e.g. calcium, magnesium, iron, zinc, copper and mercury). In examples of the preparation of these compounds: (1) di-(b -phenethyl)-amine is stirred with carbon disulphide in an aliphatic hydrocarbon solvent to produce the di-(b -phenethyl)-amine salt of di-(b -phenethyl)-dithiocarbamic acid; (2) the reaction of (1) is effected in aqueous caustic soda and the resulting aqueous solution of the sodium salt of di-(b -phenethyl)-dithiocarbamic acid is reacted with an aqueous solution of zinc sulphate to precipitate the zinc salt; the zinc sulphate may be replaced by a water-soluble salt of another heavy metal (e.g. iron or mercury) or by an amine (e.g. mono-, di- or tri-methylamine, mono- or di-ethylamine, di-cyclohexylamine, N-methylcyclohexylamine, di-phenylamine or piperidine). The products are useful as rubber vulcanization accelerators.
GB14084/50A 1949-07-11 1950-06-06 Improvements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid Expired GB678987A (en) Applications Claiming Priority (1) Application Number Priority Date Filing Date Title US678987XA 1949-07-11 1949-07-11 Publications (1) Publication Number Publication Date GB678987A true GB678987A (en) 1952-09-10 Family ID=22079138 Family Applications (1) Application Number Title Priority Date Filing Date GB14084/50A Expired GB678987A (en) 1949-07-11 1950-06-06 Improvements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid Country Status (1) Cited By (1) * Cited by examiner, â Cited by third party Publication number Priority date Publication date Assignee Title CN102731357A (en) * 2012-07-04 2012-10-17 山䏿±æµ·å»è¯åå·¥æéå
¬å¸ Preparation method of high purity N,N'-dicyclohexylthiourea
Cited By (1) * Cited by examiner, â Cited by third party Publication number Priority date Publication date Assignee Title CN102731357A (en) * 2012-07-04 2012-10-17 山䏿±æµ·å»è¯åå·¥æéå
¬å¸ Preparation method of high purity N,N'-dicyclohexylthiourea Similar Documents Publication Publication Date Title GB678987A (en) 1952-09-10 Improvements in or relating to derivatives of di(ªâ°-phenethyl)-dithiocarbamic acid GB303535A (en) 1928-12-31 New compounds and their application as vulcanisation accelerators for rubber US3904686A (en) 1975-09-09 Preparation of thiocarbamyl sulfenamides GB1097320A (en) 1968-01-03 Preparation of tertiary amines GB430607A (en) 1935-06-21 Process for the manufacture of solutions or suspensions of organic substituted alkali metal amides GB633459A (en) 1949-12-19 A process for the manufacture of n-(p-arsenosobenzyl)-glycine-amide and salts thereof GB831001A (en) 1960-03-23 N-alkyl monothiooxamides GB961678A (en) 1964-06-24 Process for the manufacture of thiuram disulphides GB706409A (en) 1954-03-31 Process for the preparation of diethylaminoaceto-2m-xylidide GB479054A (en) 1938-01-31 Improvements in or relating to the production of finely divided calcium carbonate GB187636A (en) 1922-11-02 Improvements in the manufacture of chromium compounds GB678416A (en) 1952-09-03 Improvements in or relating to sulphamyl benzoic acids GB434806A (en) 1935-09-02 Improvements in or relating to rubber vulcanisation GB729194A (en) 1955-05-04 Colloidal silica products GB831143A (en) 1960-03-23 Process for the manufacture of polyethylene polysulphide GB460389A (en) 1937-01-27 Improvements in or relating to the formation of n-diaryl dithiocarbamates of metals GB751889A (en) 1956-07-04 Preparation of salts of s-aryl-thiosulfuric acids GB846952A (en) 1960-09-07 A new organic cuprous compound and process for its production GB652748A (en) 1951-05-02 Improvements in or relating to processes of preparing aminoalkyl ether of a diarylcarbinol and the aminoalkyl ether of diarylcarbinol resulting from said process GB730629A (en) 1955-05-25 Improvements in or relating to new organo-mercury compounds and a process for preparing the same GB653559A (en) 1951-05-16 Improvements in the treatment of rubber GB673639A (en) 1952-06-11 Process for the production of acyl derivatives of amino hydroxybenzene carboxylic acids GB772582A (en) 1957-04-17 Production of branched chain sulphenamides GB595038A (en) 1947-11-25 Improvements in and relating to the manufacture of substituted benzene sulphonyl chlorides and of amides thereof GB716020A (en) 1954-09-22 Improvements in the production of fungicidal cyclohexadienone derivatives
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