GB560701A - New substituted ureas - Google Patents

New substituted ureas

Info

Publication number
GB560701A
GB560701A GB1427042A GB1427042A GB560701A GB 560701 A GB560701 A GB 560701A GB 1427042 A GB1427042 A GB 1427042A GB 1427042 A GB1427042 A GB 1427042A GB 560701 A GB560701 A GB 560701A
Authority
GB
United Kingdom
Prior art keywords
ethoxyethyl
alk
ethyl
carbamyl chloride
exceeding
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
GB1427042A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1427042A priority Critical patent/GB560701A/en
Publication of GB560701A publication Critical patent/GB560701A/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
    • C07D295/205—Radicals derived from carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
    • C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Bis ureas, useful as respiratory stimulants, of the formula Z-CO-NR-L-NR-CO-Z1, where L is an alkylene chain of 2-6 carbon atoms which may bear one or more alkyl, alkoxy, or alkoxyalkyl substituents or two such chains united by -O-, -S-, -NH-, or -N.Alkyl-, the R's are alkyl groups which jointly contain not more than 8 carbon atoms or alkoxyalkyl groups which jointly contain not more than 12 carbon atoms, and Z and Z1 are the radicals of secondary aliphatic amines of the form Alk-O-alk-NH-Alk of molecular weight not exceeding 160, or of the form (Alk-O-alk)N2H of molecular weight not exceeding 220, and one of these groups but not both may be the radical of a dialkylamine or heterocyclic secondary amine of molecular weight not exceeding 120, are prepared by causing a monourea Z-CO-NR-L-NHR to react with a carbamyl chloride Z1-CO-Cl or to react with phosgene to form the carbamyl chloride Z-CO-NR-L-NR-CO-Cl which is then combined with an amine Z1H. The monoureas are prepared by combining one molecule of a diamine RNH-L-NHR with one molecule of a carbamyl chloride Z-CO-Cl. In an example NN1 - di - (b - ethoxyethyl) - ethylenediamine - N - carboxylic piperidide - N - carboxylic ethyl(b -ethoxyethyl)amide is prepared from NN1 - di - (b - ethoxyethyl) - ethylenediamine - N - carboxylic piperidide and ethyl-b -ethoxyethyl carbamyl chloride. Ethyl b -ethoxyethyl carbamyl chloride is made from phosgene and ethyl b -ethoxyethylamine which is made by interaction of ethyl bromide and excess of aqueous b -ethoxyethylamine. Specifications 560,680, 560,681 and 560,700 are referred to.
GB1427042A 1942-10-12 1942-10-12 New substituted ureas Expired GB560701A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1427042A GB560701A (en) 1942-10-12 1942-10-12 New substituted ureas

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1427042A GB560701A (en) 1942-10-12 1942-10-12 New substituted ureas

Publications (1)

Publication Number Publication Date
GB560701A true GB560701A (en) 1944-04-17

Family

ID=10038119

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1427042A Expired GB560701A (en) 1942-10-12 1942-10-12 New substituted ureas

Country Status (1)

Country Link
GB (1) GB560701A (en)

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