GB1156005A - Process for the production of Aminophenyl Thioethers - Google Patents

Process for the production of Aminophenyl Thioethers

Info

Publication number
GB1156005A
GB1156005A GB2874966A GB2874966A GB1156005A GB 1156005 A GB1156005 A GB 1156005A GB 2874966 A GB2874966 A GB 2874966A GB 2874966 A GB2874966 A GB 2874966A GB 1156005 A GB1156005 A GB 1156005A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
chlorine
optionally substituted
radicals
aminophenyl
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
Application number
GB2874966A
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.)
Bayer AG
Original Assignee
Bayer AG
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.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1156005A publication Critical patent/GB1156005A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/08Amines; Quaternary ammonium compounds containing oxygen or sulfur
    • A01N33/10Amines; Quaternary ammonium compounds containing oxygen or sulfur having at least one oxygen or sulfur atom directly attached to an aromatic ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/43Y being a hetero atom
    • C07C323/44X or Y being nitrogen atoms

Abstract

1,156,005. Thioethers. FARBENFABRIKEN BAYER A.G. 27 June, 1966 [20 July, 1965], No. 28749/66. Heading C2C. The invention relates to a process of production of an o- or p-aminophenyl thioether, optionally substituted in the nucleus, wherein a nitrohalobenzene, optionally substituted in the nucleus of the general formula in which Z 1 , Z 2 , Y 1 and Y 2 are identical or different, optionally substituted, radicals such as alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aryl, alkoxy, alkenyloxy, arloxy, alkylthio, arylthio or heterocyclic radicals, or hydrogen; Y 1 and Y 2 may also represent halogen; and X represents halogen, is reacted in the molar ratio of about 1 to about 2À5 with sodium sulphide in an aqueous suspension at a temperature of from about 0‹ C. to about 200‹ C., and, without isolating the aminothiophenol, the aqueous alkali solution of the resulting aminothiophenol, the aqueous alkali solution of the resulting aminothiophenolate, optionally with the addition of a water-miscible organic solvent, is alkylated or arylated on to the sulphur atom at a temperature of from about 0‹ C. to about 100‹ C., and the aminophenyl thioether which is formed is isolated. Compounds claimed per se are those of the general formulµ in which R is CH 3 -, C 2 H 5 -, n- or i-C 3 H 7 , CH 2 =CH-CH 2 -, -CH 2 -CH 2 OH or -CH 2 - COOH. in which Q is hydrogen or chlorine, but at least one of the radicals Q is chlorine, in which one R is hydrogen and the other chlorine or both are hydrogen, Many examples are given.
GB2874966A 1965-07-20 1966-06-27 Process for the production of Aminophenyl Thioethers Expired GB1156005A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0046655 1965-07-20

Publications (1)

Publication Number Publication Date
GB1156005A true GB1156005A (en) 1969-06-25

Family

ID=7101165

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2874966A Expired GB1156005A (en) 1965-07-20 1966-06-27 Process for the production of Aminophenyl Thioethers

Country Status (3)

Country Link
BE (1) BE684391A (en)
DE (1) DE1493728A1 (en)
GB (1) GB1156005A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4956007A (en) * 1984-02-29 1990-09-11 Richter Gedeon Vegyeszeti Gyor Rt. Nitraminodiaryl sulfoxide derivatives, process for their preparation and pharmaceutical and pesticidal compositions containing them
WO1996011906A1 (en) * 1994-10-17 1996-04-25 Novartis Ag Process for the preparation of substituted 3-aminobenzonitriles
US5872300A (en) * 1995-11-22 1999-02-16 Bayer Aktiengesellschaft Process for the preparation of 2-amino-6-chlorophenyl-alkylsulfanes, and 2-amino-6-chlorophenyl-isopropylsulfane
WO2000059878A2 (en) * 1999-04-02 2000-10-12 Icos Corporation INHIBITORS OF LFA-1 BINDING TO ICAMs AND USES THEREOF
CN103539712A (en) * 2013-10-12 2014-01-29 浙江闰土研究院有限公司 P-aminophenyl-beta-hydroxyethyl sulfide preparation method

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4956007A (en) * 1984-02-29 1990-09-11 Richter Gedeon Vegyeszeti Gyor Rt. Nitraminodiaryl sulfoxide derivatives, process for their preparation and pharmaceutical and pesticidal compositions containing them
WO1996011906A1 (en) * 1994-10-17 1996-04-25 Novartis Ag Process for the preparation of substituted 3-aminobenzonitriles
US5872300A (en) * 1995-11-22 1999-02-16 Bayer Aktiengesellschaft Process for the preparation of 2-amino-6-chlorophenyl-alkylsulfanes, and 2-amino-6-chlorophenyl-isopropylsulfane
WO2000059878A2 (en) * 1999-04-02 2000-10-12 Icos Corporation INHIBITORS OF LFA-1 BINDING TO ICAMs AND USES THEREOF
WO2000059878A3 (en) * 1999-04-02 2001-08-09 Icos Corp INHIBITORS OF LFA-1 BINDING TO ICAMs AND USES THEREOF
AU774054B2 (en) * 1999-04-02 2004-06-17 Icos Corporation Inhibitors of LFA-1 binding to ICAMs and uses thereof
CN103539712A (en) * 2013-10-12 2014-01-29 浙江闰土研究院有限公司 P-aminophenyl-beta-hydroxyethyl sulfide preparation method
CN103539712B (en) * 2013-10-12 2016-02-03 浙江闰土研究院有限公司 The preparation method of p-amino phenyl-beta-hydroxyethyl thioether

Also Published As

Publication number Publication date
BE684391A (en) 1967-01-20
DE1493728A1 (en) 1969-08-28

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