GB950281A - Benzamide derivatives - Google Patents

Benzamide derivatives

Info

Publication number
GB950281A
GB950281A GB1846960A GB1846960A GB950281A GB 950281 A GB950281 A GB 950281A GB 1846960 A GB1846960 A GB 1846960A GB 1846960 A GB1846960 A GB 1846960A GB 950281 A GB950281 A GB 950281A
Authority
GB
United Kingdom
Prior art keywords
radical
dioxodihydro
benzoxazinyl
alkylamines
aqueous
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
GB1846960A
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.)
Nippon Shinyaku Co Ltd
Original Assignee
Nippon Shinyaku Co 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 Nippon Shinyaku Co Ltd filed Critical Nippon Shinyaku Co Ltd
Publication of GB950281A publication Critical patent/GB950281A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/60—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

A process of preparing a benzamide derivative of the general formula: <FORM:0950281/C2/1> where R1 is an alkoxy or a monoalkylamino or dialkylamino radical and R2 is an alkyl radical comprises treating a compound of the general formula: <FORM:0950281/C2/2> with a base to open up the nitrogen-containing ring structure whilst at the same time substituting the >C = O grouping attached to the nitrogen and oxygen atoms in the ring structure by hydrogen and then alkylating the resultant compound to replace the hydrogen in the hydroxyl group by the alkyl radical R2. Bases specified include alkali hydroxides and carbonates and alkylamines. When alkylamines are employed the terminal radical is converted into an alkyl substituted amine radical. The alkylamines may be used in the forms of aqueous or alcoholic solutions. In examples N-2-methoxybenzoyl-N1, N1-dimethyl glycineamide is obtained by reacting 2, 4-dioxo-dihydro -1, 3-benzoxazinyl -(3)- acetate with aqueous dimethylamine to obtain N-2-hydroxy-benzoyl -N1 N1-dimethyl glycineamide which is treated with sodium and methyl sulphate (1); similar processes are carried using ethyl 2, 4-dioxodihydro-1, 3-benzoxazinyl -(3)- acetate and 2, 4-dioxodihydro-1, 3-benzoxazinyl -(3)-acetodimethylamide as starting materials (2, 3) whilst similar processes to (3) are carried out using aqueous sodium hydroxide and potassium carbonate instead of aqueous dimethylamine (4, 5). The starting materials for use in the process may be prepared by reacting 2, 4-dioxodihydro-1, 3-benzoxazine, preferably in the form of its alkali metal salt with a compound of the formula Z(CH2)nCOR where Z denotes halogen. Specification 858,426 is referred to.
GB1846960A 1959-06-11 1960-05-25 Benzamide derivatives Expired GB950281A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP1898359 1959-06-11
JP2805459 1959-09-01
JP3011259 1959-09-19
JP273660 1960-01-29

Publications (1)

Publication Number Publication Date
GB950281A true GB950281A (en) 1964-02-26

Family

ID=27453703

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1846960A Expired GB950281A (en) 1959-06-11 1960-05-25 Benzamide derivatives

Country Status (3)

Country Link
CH (3) CH387011A (en)
DE (1) DE1185194B (en)
GB (1) GB950281A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284724A1 (en) * 2000-03-21 2003-02-26 Emisphere Technologies, Inc. Method of preparing alkylated salicylamides via a dicarboxylate intermediate

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2851831A1 (en) * 1978-11-30 1980-06-19 Henkel Kgaa HAIR TREATMENT WITH ANTI-DUPLIC EFFECT
US5654301A (en) * 1985-02-15 1997-08-05 Research Corporation Technologies, Inc. Amino acid derivative anticonvulsant
US5378729A (en) * 1985-02-15 1995-01-03 Research Corporation Technologies, Inc. Amino acid derivative anticonvulsant
US4672059A (en) * 1985-06-10 1987-06-09 American Home Products Corporation N-[[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]-thioxomethyl and carbonyl]-N-methylglycinamides
AU2005211807C1 (en) * 2004-02-11 2009-07-16 Irm Llc Compounds and compositions as LXR modulators

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE900576C (en) * 1942-12-18 1953-12-28 Geigy Ag J R Process for the preparation of acylated aliphatic aminocarboxamides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1284724A1 (en) * 2000-03-21 2003-02-26 Emisphere Technologies, Inc. Method of preparing alkylated salicylamides via a dicarboxylate intermediate
EP1284724A4 (en) * 2000-03-21 2007-10-17 Emisphere Tech Inc Method of preparing alkylated salicylamides via a dicarboxylate intermediate

Also Published As

Publication number Publication date
DE1185194B (en) 1965-01-14
CH387011A (en) 1965-01-31
CH393355A (en) 1965-06-15
CH387010A (en) 1965-01-31

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