Process for the preparation of arylamides of heteroaromatic carboxylic acids
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IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-069/76
C07D-023/924
C07D-024/110
C07D-021/356
출원번호
US-0816692
(1997-03-13)
우선권정보
CH-0000735 (1996-03-21)
발명자
/ 주소
Roduit Jean-Paul,CHX
Kalbermatten Georges,CHX
출원인 / 주소
Lonza AG, CHX
대리인 / 주소
Fisher, Christen & Sabol
인용정보
피인용 횟수 :
1인용 특허 :
16
초록▼
A process for the preparation of arylamides of heteroaromatic carboxylic acids of the formula: in which each A.sup.n is nitrogen or CR.sup.n (n=1-5), with the proviso that at least one of the ring members is nitrogen and that two nitrogen atoms are not bonded directly to one another; R.sup.1 to R.su
A process for the preparation of arylamides of heteroaromatic carboxylic acids of the formula: in which each A.sup.n is nitrogen or CR.sup.n (n=1-5), with the proviso that at least one of the ring members is nitrogen and that two nitrogen atoms are not bonded directly to one another; R.sup.1 to R.sup.5, if present, independently of one another are hydrogen, C.sub.1-4 -alkyl or aryl, also one of the substituents R.sup.1 to R.sup.5 can be a group of the formula --OR, in which R is an optionally substituted aromatic or heteroaromatic radical; R.sup.6 is hydrogen or C.sub.1-4 -alkyl; and R.sup.7 is an optionally substituted aromatic or heteroaromatic radical. The amides are obtained from the corresponding heteroaromatic halogen compounds, the corresponding aromatic amines and carbon monoxide in the presence of a palladium diphosphine complex. Compounds of this class, especially those in which one of the substituents R.sup.1 to R.sup.5 is an aryloxy group, are important herbicides.
대표청구항▼
[ What is claimed is:] [1.] A process for the preparation of an amide of the formula: [ STR 5 ] wherein: A.sup.1 is nitrogen or CR.sup.1,A.sup.2 is nitrogen or CR.sup.2,A.sup.3 is nitrogen or CR.sup.3,A.sup.4 is nitrogen or CR.sup.4, andA.sup.5 is nitrogen or CR.sup.5,with the proviso that at least
[ What is claimed is:] [1.] A process for the preparation of an amide of the formula: [ STR 5 ] wherein: A.sup.1 is nitrogen or CR.sup.1,A.sup.2 is nitrogen or CR.sup.2,A.sup.3 is nitrogen or CR.sup.3,A.sup.4 is nitrogen or CR.sup.4, andA.sup.5 is nitrogen or CR.sup.5,with the proviso that at least one of the ring members A.sup.1 to A.sup.5 is nitrogen and that two nitrogen atoms are not bonded directly to one another;R.sup.1 to R.sup.5, if present, independently of one another are hydrogen, C.sub.1-4 -alkyl or aryl, also one of the substituents R.sup.1 to R.sup.5 can be a group of the formula --OR, in which R is an optionally substituted aromatic or heteroaromatic radical;R.sup.6 is hydrogen or C.sub.1-4 -alkyl; andR.sup.7 is an optionally substituted aromatic or heteroaromatic radical, comprising reacting a halogen compound of the formula: [ STR 6 ] wherein A.sup.1 to A.sup.5 are as defined above and X is chlorine, bromine or iodine, with carbon monoxide and a primary or secondary amine of the formula: EQU R.sup.6 --NH--R.sup.7 III rein R.sup.6 and R.sup.7 are as defined above, in the presence of a complex of palladium with a diphosphine of the formula: [ STR 7 ] wherein: R.sup.8 is hydrogen or C.sub.1-4 -alkyl,R.sup.9 to R.sup.12 independently of one another are secondary or tertiary C.sub.3-6 -alkyl,C.sub.5-7 -cycloalkyl or optionally substitued phenyl,Y is CH.sub.o, NH.sub.p or oxygen,n is 0 or 1,o is 1 or 2,p is 0 or 1 andQ is a bridging organic radical which, together with the two adjacent carbon atoms and, if present, with Y forms an optionally substituted five-member or six-member saturated or aromatic carbocyclic or heterocyclic ring which, as an aromatic ring, can optionally be complexed with a transition metal, and with a base other than said primary or secondary amine.
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