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    PRODUCTION OF N-ACYLAMINO ACID
    1.
    发明专利
    PRODUCTION OF N-ACYLAMINO ACID 失效

    公开(公告)号：JP2001031633A

    公开(公告)日：2001-02-06

    申请号：JP2000188225

    申请日：2000-06-22

    Applicant: DEGUSSA

    Inventor： DRAUZ KARLHEINZ ,  BURKHARDT OLAF DR ,  BELLER MATTHIAS ,  ECKERT MARKUS ,  MORADI WAHED ,  NEUMANN HELFRIED

    IPC: B01J31/04 ,  B01J31/20 ,  B01J31/22 ,  C07B61/00 ,  C07C231/08 ,  C07C233/47

    Abstract: PROBLEM TO BE SOLVED: To produce an N-acylamino acid useful as a starting material for peptide synthesis and an intermediate for production of an active substance having biological activity by reacting a specific amide and an aldehyde in the presence of a specified catalyst. SOLUTION: The N-acylamino acid of the formula is obtained by carrying out a reaction of (A) an amide of the formula; R'-CO-NHR" (R' and R" are each H, a 1-26C saturated alkyl, etc.), (e.g. acetamide, etc.), (B) an aldehyde of the formula; R-CHO (R is H, carboxy, etc.), (e.g. cyclohexylcarboxaldehyde, etc.), (C) an acid (e.g. sulfuric acid, etc.), and (D) carbon monoxide in the presence of (E) a metal catalyst such as rhodium catalyst, etc., (e.g. chloro-1,5- cyclooctadienyliridium dimer, etc.). The reaction is preferably carried out by using 0.5-5 equivalent of the component B, 0.1-10 mole.% of the component C and 0.0001-5% of the component E based on the component A.

    PRODUCTION OF N-ACYLAMINO ACID
    2.
    发明专利
    PRODUCTION OF N-ACYLAMINO ACID 失效

    公开(公告)号：JPH11349544A

    公开(公告)日：1999-12-21

    申请号：JP13021699

    申请日：1999-05-11

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: B01J23/44 ,  B01J31/24 ,  C07B61/00 ,  C07C227/12 ,  C07C231/06 ,  C07C233/47 ,  C07C233/50 ,  C07C233/51 ,  C07C233/86 ,  C07C235/00

    Abstract: PROBLEM TO BE SOLVED: To produce an N-acylamino acid at an advantageous cost by reacting a nitrile compound with an aldehyde compound in the presence of an acid, carbon monoxide and a metal catalyst. SOLUTION: This method for producing the compound of the formula comprises reacting a nitrile of the formula: R'CN (R' is H, a 1-26C alkyl or the like) (for example, acetonitrile) with an aldehyde of the formula: R-CHO (R is H, carboxyl, a 1-12C alkyl or the like) (for example, formaldehyde) in the presence of an acid (for example, sulfuric acid or a hydrogen halide such as hydrogen chloride or hydrogen bromide), carbon monoxide and a metal catalyst [for example, a palladium-(0)-compound, a cobalt-(0)-compound or the like].

    PRODUCTION OF IMIDAZOLIDINE-2,4-DIONE AND ITS USE
    3.
    发明专利
    PRODUCTION OF IMIDAZOLIDINE-2,4-DIONE AND ITS USE 失效

    公开(公告)号：JP2000095765A

    公开(公告)日：2000-04-04

    申请号：JP26766699

    申请日：1999-09-21

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: C07D233/66 ,  C07D233/72 ,  C07D233/74 ,  C07D233/84

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful for synthesizing-amino acid in good yield starting from an inexpensive educt industrially having little danger and in a few processes in an industrial scale by reacting a specific aldehyde with a specific urea compound in the presence of CO, etc. SOLUTION: The objective compound expressed by formula III (R1 is H, a 1-8C alkyl substitutable with halogens or the like; R2 is H, a 1-18C alkyl substitutable with halogens or the like; R3 is H or a 1-18C alkyl or the like, X is O, S or the like), (e.g. 5-cyclohexyl-hydantoin, etc.), is obtained by reacting a compound expressed by formula I (e.g. cyclohexane carbaldehyde, etc.), with a compound expressed by formula II (e.g. urea, etc.), in the presence of CO, a catalytically active metal compound [preferably a Pd(O) compound, a Co(O) compound, etc.], and preferably sulfuric acid, preferably at 1-250 bar CO pressure and 0-200 deg.C temperature.

    4.
    发明专利
    未知

    公开(公告)号：AT230721T

    公开(公告)日：2003-01-15

    申请号：AT99108789

    申请日：1999-05-03

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS PROF ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: B01J23/44 ,  B01J31/24 ,  C07B61/00 ,  C07C227/12 ,  C07C231/06 ,  C07C233/47 ,  C07C233/50 ,  C07C233/51 ,  C07C233/86 ,  C07C235/00

    Abstract: Preparation of N-acyl aminoacids (I) involves reacting a nitrile with an aldehyde in the presence of an acid, carbon monoxide and a metal catalyst. Preparation of N-acyl protected aminoacids of formula (I) involves reacting a nitrile of formula R'CN (II) with an aldehyde of formula RCHO (III) (optionally in trimer or oligomer form) in the presence of an acid, carbon monoxide and a metal catalyst. R = H, COOH, 1-12C linear, branched or cyclic alkyl, 2-12C linear, branched or cyclic, mono- or polyunsaturated alkenyl, 1-8C acyloxy or 5-18C aryl; and R' = H, 1-26C linear, branched or cyclic alkyl, 2-24C linear, branched or cyclic, mono- or polyunsaturated alkenyl, (6-18C) alkyl-(5-18C) aryl or mono- or polyunsaturated (2-10C) alkenyl-(5-18C) aryl.

    6.
    发明专利
    未知

    公开(公告)号：ES2187095T3

    公开(公告)日：2003-05-16

    申请号：ES99108789

    申请日：1999-05-03

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS PROF ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: B01J23/44 ,  B01J31/24 ,  C07B61/00 ,  C07C227/12 ,  C07C231/06 ,  C07C233/47 ,  C07C233/50 ,  C07C233/51 ,  C07C233/86 ,  C07C235/00

    Abstract: Preparation of N-acyl aminoacids (I) involves reacting a nitrile with an aldehyde in the presence of an acid, carbon monoxide and a metal catalyst. Preparation of N-acyl protected aminoacids of formula (I) involves reacting a nitrile of formula R'CN (II) with an aldehyde of formula RCHO (III) (optionally in trimer or oligomer form) in the presence of an acid, carbon monoxide and a metal catalyst. R = H, COOH, 1-12C linear, branched or cyclic alkyl, 2-12C linear, branched or cyclic, mono- or polyunsaturated alkenyl, 1-8C acyloxy or 5-18C aryl; and R' = H, 1-26C linear, branched or cyclic alkyl, 2-24C linear, branched or cyclic, mono- or polyunsaturated alkenyl, (6-18C) alkyl-(5-18C) aryl or mono- or polyunsaturated (2-10C) alkenyl-(5-18C) aryl.

    Single stage, high yield preparation of imidazolidine-2,4-diones useful as aminoacid intermediates, from aldehyde, (thio)urea compound and carbon monoxide over metal compound catalyst
    8.
    发明专利
    Single stage, high yield preparation of imidazolidine-2,4-diones useful as aminoacid intermediates, from aldehyde, (thio)urea compound and carbon monoxide over metal compound catalyst 未知

    公开(公告)号：DE19940211A1

    公开(公告)日：2000-03-23

    申请号：DE19940211

    申请日：1999-08-25

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: C07D233/66 ,  C07D233/72 ,  C07D233/74 ,  C07D233/84

    Abstract: Optionally 1-, 3- and/or 5-substituted imidazolidine-2,4-diodes (I) are prepared by reacting an aldehyde (II) with a (thio) urea compound (III) in presence of carbon monoxide and a catalytically active metal compound. Preparation of imidazolidine-2,4-diones of formula (I) involves reacting an aldehyde of formula R1CHO (II) with a urea compound of formula R3NHC(X)NHR2 (III) in presence of carbon monoxide and a catalytically active metal compound. X = O, S or Se; R1 = H; or 1-18C alkyl, alkenyl, alkynyl, aryl, 7-19C aralkyl, 3-18C heteroaryl, 4-19C heteroaralklyl, alkaryl, alkyl-(3-19C) heteroalkyl, cycloalkyl, alkylcycloalkyl or cycloalkylalkyl (all optionally substituted by one or more of heteroatoms (e.g. halo, NR1R2, PO0-3R1R2, OPO0-3R1R2, OR1, SR1, SOR1, SO2R1 or SO3R1) or groups (e.g. COOH, COOR1, CONH2 or CONHR1) and optionally having one or more CH2 groups replaced by heteroatoms such as NR1, PR1, O or S); R2, R3 = H; or 1-18C alkyl, alkenyl, alkynyl, aryl, 7-19C aralkyl, 3-18C heteroaryl, 4-19C heteroaralkyl, alkaryl, alkyl-(3-19C) heteroalkyl, cycloalkyl, alkylcycloalkyl or cycloalkylalkyl (all optionally substituted by one or more of heteroatoms (eg. halo, NR1R2, PO0-3R1R2, OPO0-3R1R2, OR1, SR1, SOR1, SO2R1 or SO3R1) and optionally having one or more CH2 groups replaced by heteroatoms such as NR1, PR1, O or S); unless specified otherwise alkyl moieties have 1-8C, alkenyl or alkynyl moieties 2-18C, aryl moieties 6-18C and cycloalkyl moieties 3-8C.

    10.
    发明专利
    未知

    公开(公告)号：DE59903950D1

    公开(公告)日：2003-02-13

    申请号：DE59903950

    申请日：1999-05-03

    Applicant: DEGUSSA

    Inventor： BELLER MATTHIAS PROF ,  ECKERT MARKUS ,  MORADI WAHED

    IPC: B01J23/44 ,  B01J31/24 ,  C07B61/00 ,  C07C227/12 ,  C07C231/06 ,  C07C233/47 ,  C07C233/50 ,  C07C233/51 ,  C07C233/86 ,  C07C235/00

    Abstract: Preparation of N-acyl aminoacids (I) involves reacting a nitrile with an aldehyde in the presence of an acid, carbon monoxide and a metal catalyst. Preparation of N-acyl protected aminoacids of formula (I) involves reacting a nitrile of formula R'CN (II) with an aldehyde of formula RCHO (III) (optionally in trimer or oligomer form) in the presence of an acid, carbon monoxide and a metal catalyst. R = H, COOH, 1-12C linear, branched or cyclic alkyl, 2-12C linear, branched or cyclic, mono- or polyunsaturated alkenyl, 1-8C acyloxy or 5-18C aryl; and R' = H, 1-26C linear, branched or cyclic alkyl, 2-24C linear, branched or cyclic, mono- or polyunsaturated alkenyl, (6-18C) alkyl-(5-18C) aryl or mono- or polyunsaturated (2-10C) alkenyl-(5-18C) aryl.

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