GB834411A - Quaternary ammonium compounds - Google Patents

Quaternary ammonium compounds

Info

Publication number
GB834411A
GB834411A GB35388/57A GB3538857A GB834411A GB 834411 A GB834411 A GB 834411A GB 35388/57 A GB35388/57 A GB 35388/57A GB 3538857 A GB3538857 A GB 3538857A GB 834411 A GB834411 A GB 834411A
Authority
GB
United Kingdom
Prior art keywords
ethyleneurea
prepared
formula
reacting
chloroacetamido
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
GB35388/57A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB834411A publication Critical patent/GB834411A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30Oxygen or sulfur atoms
    • C07D233/32One oxygen atom
    • C07D233/36One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/46Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
    • C07C275/48Y being a hydrogen or a carbon atom
    • C07C275/50Y being a hydrogen or an acyclic carbon atom

Landscapes

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

Abstract

The invention comprises compounds of the formula <FORM:0834411/IV (b)/1> where R is hydrogen or methyl; Y is O, -CONR, or -COO-; A is a straight or branched chain C2-10 alkylene group optionally substituted with hydroxy groups and in which at least two of the carbon atoms are connected in a chain between the N-atom and the group Y; R1 and R2 are either (1) separate groups which are saturated C1-4 hydrocarbon groups which may be ethylenically unsaturated or (2) a single group which is the morpholine residue = (C2H4)2O, the pyrrolidino residue -C4H8-, the piperidino residue -C5H10-or an N-alkyl piperazino residue =(C2H4)2:NR4 where R4 is a C1-18 alkyl group; X is halogen (especially chlorine); and R3 is a radical represented by the formula -CH2CONHCONHR0, or the formula <FORM:0834411/IV (b)/2> wherein R0 is H, -CH2OH, or -CH2IR5\t where R5 is a C1-4 alkyl group, p is an integer of 1 or 2, n is an integer of 1 or 2 when p is 2, but only 1 when p is 1, and Z is -CO- or -CH2- when p is 1, but is only -CH2-when p is 2. The compounds are prepared by quaterizing an amine of the formula CH2=C(R)YANR1R2 with a quaternizing agent of the formula R3X. Alkoxymethylol and methylol derivatives of a - chloroacetylurea, N - (a - chloroacetyl)-N : N1 - ethyleneurea, N - (b - chloroethyl)-N : N1 - ethyleneurea, N - [b - (a - chloroacetamido)ethyl] - N : N1 - ethyleneurea and N - [3 - (a - chloroacetamido)propyl] - N : N1 - trimethyleneurea are obtained by reacting the appropriate urea with formaldehyde in the presence or absence of a C1-4 alcohol, respectively. N - (a - chloroacetyl) - N : N1 - ethyleneurea is prepared by reacting N : N1-ethyleneurea with a -chloroacetyl chloride. N - (b - chloroethyl) - N : N1 - ethyleneurea is prepared by reacting N - (b - hydroxyethyl)-N : N1-ethyleneurea with thionyl chloride. N - [b - (a - chloroacetamido)ethyl] - N : N1-ethyleneurea is prepared by reacting methyl a -chloroacetate with N-(b -aminoethyl)-N : N1-ethyleneurea. N - [3 - (a - chloroacetamido)propyl] - N : N1-trimethyleneurea is prepared by reacting methyl a -chloroacetate with N-(3-aminopropyl)-N : N1-trimethyleneurea. Specification 777,488 is referred to.
GB35388/57A 1955-03-21 1956-03-13 Quaternary ammonium compounds Expired GB834411A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US834411XA 1955-03-21 1955-03-21

Publications (1)

Publication Number Publication Date
GB834411A true GB834411A (en) 1960-05-11

Family

ID=22178352

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35388/57A Expired GB834411A (en) 1955-03-21 1956-03-13 Quaternary ammonium compounds

Country Status (1)

Country Link
GB (1) GB834411A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5399706A (en) * 1993-03-02 1995-03-21 H. B. Fuller Licensing & Financing, Inc. Imidazolidinone diamine and derivatives thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5399706A (en) * 1993-03-02 1995-03-21 H. B. Fuller Licensing & Financing, Inc. Imidazolidinone diamine and derivatives thereof

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