GB875984A - A process for the production of n-substituted n-aryl ureas - Google Patents

A process for the production of n-substituted n-aryl ureas

Info

Publication number
GB875984A
GB875984A GB21199/60A GB2119960A GB875984A GB 875984 A GB875984 A GB 875984A GB 21199/60 A GB21199/60 A GB 21199/60A GB 2119960 A GB2119960 A GB 2119960A GB 875984 A GB875984 A GB 875984A
Authority
GB
United Kingdom
Prior art keywords
urea
chloroanilino
substituted
carbonyl
ureas
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
GB21199/60A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB875984A publication Critical patent/GB875984A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/215—Radicals derived from nitrogen analogues of carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

N1-substituted N-aryl ureas are prepared by reacting carbon monoxide with a mixture of a primary or a secondary amine (or both) and an aromatic nitro compound in the liquid state in the presence of a copper compound. Suitable amines are dimethylamine, cyclohexylamine, pyrrolidine, piperidine and morpholine, nitrobenzene is preferred as the aromatic nitro compound, and specified copper compounds are the salts such as chloride, bromide, nitrate, sulphate and acetate, and cupric oxide and hydroxide when conditions are such that they form complexes with the amine used. Symmetrical ureas are obtained as by-products. In an example, piperidine and nitrobenzene are reacted with CO in the presence of CuCl2-2H2O to produce N1-pentamethylene-N-phenyl-urea and N,N1-bis-pentamethylene-urea. Other specified products are anilino piperidino carbonyl, 4-chloroanilino piperidino carbonyl, 2-methyl-4-chloroanilino piperidino carbonyl, and 4-chloroanilino morpholino carbonyl.ALSO:Herbicidal compositions comprise the usual carriers, and as active ingredient an N1-substituted N-aryl urea with or without a corresponding symmetrical urea (see Group IV (b)).
GB21199/60A 1959-06-18 1960-06-16 A process for the production of n-substituted n-aryl ureas Expired GB875984A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL875984X 1959-06-18

Publications (1)

Publication Number Publication Date
GB875984A true GB875984A (en) 1961-08-30

Family

ID=19851391

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21199/60A Expired GB875984A (en) 1959-06-18 1960-06-16 A process for the production of n-substituted n-aryl ureas

Country Status (1)

Country Link
GB (1) GB875984A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4052454A (en) * 1975-07-14 1977-10-04 Atlantic Richfield Company Process for the manufacture of ureas
US4115445A (en) * 1972-04-05 1978-09-19 Quimco Gmbh Process for the preparation of trisubstituted ureas
CN102627583A (en) * 2012-03-22 2012-08-08 广州九益生物技术有限公司 N-Carbamyl-L-glutamic acid copper complex and its preparation method

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115445A (en) * 1972-04-05 1978-09-19 Quimco Gmbh Process for the preparation of trisubstituted ureas
US4052454A (en) * 1975-07-14 1977-10-04 Atlantic Richfield Company Process for the manufacture of ureas
CN102627583A (en) * 2012-03-22 2012-08-08 广州九益生物技术有限公司 N-Carbamyl-L-glutamic acid copper complex and its preparation method

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