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公开(公告)号:DE3867183D1
公开(公告)日:1992-02-06
申请号:DE3867183
申请日:1988-09-03
Applicant: BASF AG
Inventor: KOEHLER HERMANN DR , DOCKNER TONI DR , KARN HELMUT
IPC: C07D233/90
Abstract: In the prodn. of 1-alkyl-imidazole-5-carboxylic acid derivs. of formula (I), a corresp. 1-unsubstd. cpd. of formula (II) is reacted with a dialkyl sulphate of formula (R1O)2SO2 (III) at elevated temp. in the presence of a carboxylic acid and/or carboxylic acid anhydride. In formulae, R1 is alkyl, R2,R3 are H, alkyl, (ar)alkyl or alkylaryl, R4 is COOH, COOR5, CONH2 or CN; and R5 is 1-8C alkyl. The reaction is pref. carried out in the presence of a 1-8C carboxylic acid of 4-16C carboxylic acid anhydride, pref. used in an amt. of 40-2000 ml. per mol. (II).
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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
Inventor: KEMPE UWE DIPL CHEM DR , DOCKNER TONI DIPL CHEM DR , FRANK ANTON , KARN HELMUT
IPC: C07D233/54 , C07D233/64
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.
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公开(公告)号:DE2403445A1
公开(公告)日:1975-08-07
申请号:DE2403445
申请日:1974-01-25
Applicant: BASF AG
Inventor: SPAENIG HERMANN DR , KARN HELMUT
Abstract: Preparing esters of formula (I) OHC.COOR (I) (R = araliphatic group) comprises reacting an alkali or alkaline earth salt (II) of glyoxylic acid with RX (X = halo) in the presence of a carboxylic acid anhydride. Products are starting materials for dyes and pesticides; the benzyl ester is an intermediate for biologically active materials and perfumes. Method is simple, safe and economic, does not require Ag or Pb salts and is suitable for large-scale operation.
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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
Inventor: FRANK ANTON , KARN HELMUT , SPAENIG HERMANN DIPL CHEM DR
IPC: C07D233/54 , C07D233/58 , C07D233/90 , C07D233/04
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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公开(公告)号:DE2359625A1
公开(公告)日:1975-06-05
申请号:DE2359625
申请日:1973-11-30
Applicant: BASF AG
Inventor: FRANK ANTON , KARN HELMUT , SPAENIG HERMANN DIPL CHEM DR
IPC: C07D233/94 , C07D233/91
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公开(公告)号:DE2232352A1
公开(公告)日:1974-01-17
申请号:DE2232352
申请日:1972-07-01
Applicant: BASF AG
Inventor: SPAENIG HERMANN DR , DOCKNER TONI DR , KARN HELMUT
IPC: C07C51/42 , C07C59/153 , C07C59/30
Abstract: A process for the recovery of glyoxylic acid as a byproduct in the synthesis of glyoxal by elution of the ion exchanger used for purifying the glyoxal and crystallization of sodium glyoxylate at a pH of from 3 to 6 from the aqueous eluate.
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公开(公告)号:DE3620430A1
公开(公告)日:1987-12-23
申请号:DE3620430
申请日:1986-06-18
Applicant: BASF AG
Inventor: KEMPE UWE DR , DOCKNER TONI DR , KARN HELMUT , BLUEMEL THOMAS DR , LEYRER REINHOLD J DR , LOERZER THOMAS DR
IPC: C07B61/00 , C07D233/54 , C07D233/61 , C07D233/64 , C07D233/58 , C07D235/20
Abstract: Hexaarylbisimidazoles I I where Ar1, Ar2 and Ar3 are each aryl, of which Ar2 and Ar3 can be linked to form an anellated ring system, are prepared by oxidizing the corresponding triarylimidazoles II II in an aqueous/organic two-phase system in the presence of active amounts of an onium salt III.
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公开(公告)号:DE3212749A1
公开(公告)日:1983-10-13
申请号:DE3212749
申请日:1982-04-06
Applicant: BASF AG
Inventor: DOCKNER TONI DIPL CHEM DR , FRANK ANTON , KEMPE UWE DIPL CHEM DR , WETZLER MATTHIAS DIPL CHEM , KARN HELMUT
IPC: C07D233/54 , C07D233/56 , C07D233/60 , C07D233/61 , C07D233/64 , A01N43/50 , A01N47/34 , A61K7/40 , A61K31/415
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公开(公告)号:CA1134839A
公开(公告)日:1982-11-02
申请号:CA346104
申请日:1980-02-19
Applicant: BASF AG
Inventor: KEMPE UWE , DOCKNER TONI , FRANK ANTON , KARN HELMUT
IPC: C07D233/54 , C07D233/64
Abstract: The invention is concerned with a process for the preparation of a 5-hydroxymethylimidazole of the formula 1 1 where R1 is hydrogen or alkyl of 1 to 18 carbon atoms, phenyl, benzyl or .beta.-phenylethyl, and R2 is alkyl of 1 to 18 carbon atoms or phenyl, wherein an imdazole of the formula 2 2 where R1 and R2 have the meanings given for formula 1, is reacted with formaldehyde or an oligomer of formaldehyde is aqueous hydrochloric acid solution, containing from 5 to 18% by weight of hydrogen chloride, at from 80.degree. to 160.degree.C, if appropriate in a closed system under pressure, the resulting 5hydroxymethylimidazole is isolated in the form of its hydrochloride and the ratio of imidazole to hydrogen chloride being from 1:1.5 to 1:5. The process according to the present invention is particularly usable to prepare 5-hydroxymethylimidazoles in a very simple manner, and in a form free from by-products, on an industrial scale.
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公开(公告)号:DE3060433D1
公开(公告)日:1982-07-08
申请号:DE3060433
申请日:1980-02-29
Applicant: BASF AG
Inventor: KEMPE UWE DR , DOCKNER TONI DR , FRANK ANTON , KARN HELMUT
IPC: C07D233/54 , C07D233/64
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.
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