2-Imidazoline cpds. prepn. - by reacting 1,2-diamines with nitriles in the presence of polysulphide salts

    公开(公告)号:DE2512513A1

    公开(公告)日:1976-10-07

    申请号:DE2512513

    申请日:1975-03-21

    Applicant: BASF AG

    Abstract: 2-Imidazolines of formula (I) (where R1, R2 and R3 are aliphatic, cycloaliphatic, araliphatic, or aromatic residues, R2 and R3 can also be H, and R1 can also be a gp. of formula (Ia) (in which R4 is an aliphatic residue), e.g. 2-methyl-2-imidazoline or 1,4-di(2-imidazolin-2-yl-)-butane, are prepd. by reacting 1,2-diamines of formula H2N-CH2-CHR3-NHR2 (II) with nitriles of formula R5-CN (III) (where R5 is R1 or a gp. -R4-CN) in the presence of polysulphides of formula Z2-Sx (IV) (where Z is an ammonium gp. or an alkali atom and x is 2,3,4 or 5). (I) are useful as starting materials for dyestuffs, plant protection agents and pharmaceuticals. They are also useful as catalysts for polymn. reactions and polycondensations. They may be converted into the corresp. imidazoles by dehydrogenation on aluminium/zinc oxide catalysts. In comparison with known procedures, the new process is simpler and more economical, and gives (I) in improved yields and purity. Reaction temps. are lower than when no catalyst is used.

    22.
    发明专利
    未知

    公开(公告)号:DE1101022B

    公开(公告)日:1961-03-02

    申请号:DEB0056299

    申请日:1960-01-19

    Applicant: BASF AG

    Inventor: FRANK ANTON

    24.
    发明专利
    未知

    公开(公告)号:DE3301717A1

    公开(公告)日:1984-07-26

    申请号:DE3301717

    申请日:1983-01-20

    Applicant: BASF AG

    Abstract: Imidazole-4,5-dicarboxylic acid is prepared by a process in which imidazole is reacted with formaldehyde, and the reaction mixture is treated with nitric acid.

    26.
    发明专利
    未知

    公开(公告)号:DE2908212A1

    公开(公告)日:1980-09-11

    申请号:DE2908212

    申请日:1979-03-02

    Applicant: BASF AG

    Abstract: A process for the manufacture of 5-hydroxymethylimidazoles by reaction of an imidazole with formaldehyde or an oligomer of formaldehyde in aqueous hydrochloric acid solution containing from 5 to 18% by weight of hydrogen chloride, at from 80 DEG to 160 DEG C., if desired in a closed system under pressure, followed by isolation in the form of its hydrochloride of the 5-hydroxymethylimidazole obtained.

    Imidazole derivs. prodn. - by reacting 1,2-di:amine with carboxylic acid or dehydrogenating imidazoline in presence of zinc oxide

    公开(公告)号:DE2733466A1

    公开(公告)日:1979-02-22

    申请号:DE2733466

    申请日:1977-07-25

    Applicant: BASF AG

    Abstract: Prodn. of imidazoles of formula (I) comprises (a) reacting 1,2-diamines of formula (II) with carboxylic acids of formula (III) or (b) dehydrogenating 2-imidazolines of formula (IV), in either case by heating at 300-600 degrees C in the presence of zinc oxide or a mixt. of zinc oxide and aluminium oxide as catalyst: (R1 - R4 = H or an aliphatic, araliphatic, cycloaliphatic or aromatic residue). (I) are intermediates for dyes, plant protection agents, textile aids, polyurethane and epoxy resin catalysts, surfactants and pharmaceuticals (e.g. nitroimidazoles). They can also be used as catalysts for polymerisations and aldol condensations. (I) is obtd. in good yields and purity. The catalysts used are cheap and easily regenerated, and are not significantly poisoned after prolonged use.

    Opt-2-substd. imidazoles prepn - by reacting aldehydes with glyoxal and ammonia

    公开(公告)号:DE2360175A1

    公开(公告)日:1975-06-05

    申请号:DE2360175

    申请日:1973-12-03

    Applicant: BASF AG

    Abstract: 2-Substd. imidazoles of formula (I): (where R1 is H, an aliphatic, araliphatic, cycloaliphatic or aromatic residue, or a group -CO-OR2 in which R2 is an aliphatic, araliphatic, cycloaliphatic, or aromatic residue), e.g. 2-octyl-imidazole, are prepd. by reacting glyoxal with ammonia and aldehydes of the formula R1-CHO (II) in the presence of 100-2000 wt. % (based on (II) of an inert solvent for a reaction time of is not >250 seconds. (I) are useful as catalysts for polymerisation and condensation reactings; intermediates for dyes, textile and insecticides; and intermediates for di-, tri- or tetra-substituted imidazoles, esp. the pharmaceutically important 2-alkyl-4(5)-nitro-imidazoles. Process is simple and economical giving (I) in (in some cases) improved overall yields, improved space-time yields and improved purity.

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