公开(公告)号：US3728386A

公开(公告)日：1973-04-17

申请号：US3728386D

申请日：1970-07-27

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： A01N47/30 ,  A01N37/20 ,  A01N37/22 ,  A01P13/00 ,  B65D5/68 ,  C07C233/02 ,  C07C275/28 ,  C07C275/30 ,  C07C127/18

CPC分类号： C07C275/30 ,  C07C233/02 ,  C07C275/28 ,  C07C2601/02

摘要： Compounds characterized by the following structural formula:

WHEREIN R is one selected from the group consisting of Y-CH2 and

Y is one selected from the group consisting of chlorine, bromine and fluorine, X is one selected from the group consisting of hydrogen, chlorine, CF3, C1 to C4 alkyl, bromine, C1 to C4 alkoxy, and C1 to C4 alkylthio, and X'' is one selected from the group consisting of chlorine, hydrogen, CF3, and bromine; R1 is C3 to C4 cycloalkyl optionally substituted with C1-C3 alkyl, chlorine, bromine, R2 is one selected from the group consisting of hydrogen, and C1 to C4 alkyl, cyclopropyl, cyclopropylmethyl and C1 to C3 alkoxy, and R3 is one selected from the group consisting of hydrogen, C1-C3 alkyl, cyclopropyl, cyclobutyl, cyclopropylmethyl or cyclobutylmethyl, optionally substituted with C1 to C3 alkyl, chlorine, and bromine; n is either 0 or 1. These compounds have been found to possess biological activity and have been found to be useful as herbicides.

摘要翻译： 以下列结构式表征的化合物：

公开(公告)号：US3783143A

公开(公告)日：1974-01-01

申请号：US3783143D

申请日：1973-02-12

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： C07C233/02 ,  C07C127/20

CPC分类号： C07C233/02 ,  C07C2601/02

摘要： (3-(X''-),4-(X-)PHENYL)-N(-R3)-
Y IS ONE SELECTED FROM THE GROUP CONSISTING OF CHLORINE, BROMINE AND FLUORINE, X IS ONE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, CHLORINE, CF3, C1 TO C4 ALKYL, BROMINE, C1 TO C4 ALKOXY, AND C1 TO C4 ALKYLTHIO, AND X'' IS ONE SELECTED FROM THE GROUP CONSISTING OF CHLORINE, HYDROGEN, CF3, AND BROMINE; R1 IS C3 TO C4 CYCLOALKYL OPTIONALLY SUBSTITUTED WITH C1-C3 ALKYL, CHLORINE, BROMINE, R2 IS ONE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, AND C1 TO C4 ALKYL, CYCLOPROPL, CYCLOPROPYLMETHYL AND C1 TO C3 ALKOXY, AND R3 IS ONE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, C1-C2 ALKYL, CYCLOPROPYL, CYCLOBUTYL, CYCLOPROPYLMETHYL OR CYCLOBUTYLMETHYL, OPTIONALLY SUBSTITUTED WITH C1 TO C3 ALKYL, CHLORINE, AND BROMINE; N IS EITHER 0 OR 1 THESE COMPOUNDS HAVE BEEN FOUND TO PROCESS BIOLOGICAL ACTIVITY AND HAVE BEEN FOUND TO THE USEFUL AS HERBICIDES.
WHEREIN R IS ONE SELECTED FROM THE GROUP CONSISTING OF Y-CH2 AND

R-CO-N(-R2)-(CH2)N-R1

COMPOUNDS CHARACTERIZED BY THE FOLLOWING STRUCTURAL FORMULA:

公开(公告)号：US3780046A

公开(公告)日：1973-12-18

申请号：US3780046D

申请日：1972-06-26

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： C07D213/38 ,  C07D307/14 ,  C07D307/52 ,  C07D31/48

CPC分类号： C07D307/52 ,  C07D213/38 ,  C07D307/14

摘要： THE COMPOUNDS OF THE SUBJECT INVENTION ARE REPRESENTED BY THE FOLLOWING GENERIC FORMULA

1-(O2N-),2-(R1-N(-R2)-),3-R3,5-R4-BENZENE

WHEREIN R1 IS SELECTED FROM THE GROUP CONSISTING OF

R5-C6H4-CH2-, (R5-TETRAHYDROFURYL)-CH2-, (R5-FURYL)-CH2,

(R5-THIOPHENYL)-CH2-, (R5-TETRAHYDROTHIOPHENYL)-CH2-,

(1-(C1-C6ALKYL-),R5-PYRROLIDINYL)-CH2-, (R5-TETRAHYDRO-

PYRANYL)-CH2-, (R5-PYRIDYL)-CH2-, (1-(C1-C6ALKYL-),R5-

PIPERIDINYL)-CH2-

WHEREIN R5 IS H; C1-C6 ALKYL, ALKENYL, HALOALKYL, HALOGEN, NO2; R2 IS HYDROGEN, C1-C6 STRAIGHT OR BRANCHED CHAIN ALKYL, ALKENYL, OR ALKYNYL, C3-C8 CYCLOALKYL, C4-C10 CYCLOALKYLALKYL, C1-C6 ALKOXYALKYL, C1-C6 HYDROXYALKYL, C1-C6 HALOALKYL, C1-C6 CYANOALKYL, C2-C6 ACYLALKYL, C1C6 ALKYLMERCAPTOALKYL, AND RELATED SULFOXIDE AND SULFONE ANALOGS; R3 IS H, NO2, HALOGEN, C1-C6 ALKYL; AND R4 IS H, C1-C6 ALKYL, HALOALKYL, CYCLOALKYL, HALOGEN, CF3, NO2, C=N, CH3S(O)X, C2H5S(O)X, C3H7S(O)X, WHEREIN X IS 0, 1 OR 2, SO2NR6R7 WHEREIN R6 AND R7 CAN BE THE SAME AS R2 OR R6 AND R7 WHEN TAKEN TOGETHER WITH THE NITROGEN ATOM TO WHICH THEY ARE ATTACHED FORM A PYRROLIDINO, PIPERIDINO, AZIRIDINO, OR MORPHOLINO RING.

公开(公告)号：US3775402A

公开(公告)日：1973-11-27

申请号：US3775402D

申请日：1972-06-26

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： C07D213/38 ,  C07D307/14 ,  C07D307/52 ,  C07C143/88

CPC分类号： C07D307/52 ,  C07D213/38 ,  C07D307/14

摘要： THE COMPOUNDS OF THE SUBJECT INVENTION ARE REPRESENTED BY THE FOLLOWING GENERIC FORMULA

1-(O2N-),2-(R1-N(-R2)-),3-R3,5-R4-BENZENE

WHEREIN R1 IS SELECTED FROM THE GROUP CONSISTING OF

R5-C6H4-CH2-, (R5-TETRAHYDROFURYL)-CH2-, (R5-FURYL)-CH2-,

(R5-TETRAHYDROTHIOPHENYL)-CH2-, (R5-THIOPHENYL)-CH2-,

(1-(C1-C6ALKYL-),R5-PYRROLIDINYL)-CH2-, (R5-TETRAHYDRO-

PYRANYL)-CH2-, (R5-PYRIDYL)-CH2-, (1-(C1-C6ALKYL-),

R5-PIPERIDINYL)-CH2-

WHEREIN R5 IS H; C1-C6 ALKYL, ALKENYL, HALOALKYL, HALOGEN, NO2; R2 IS HYDROGEN, C1-C6 STRAIGHT OR BRANCHED CHAIN ALKYL, ALKENYL, OR ALKYNL, C3-C8 CYCLOALKYL, C4-C10 CYCLOALKYLALKYL, C1-C6 ALKOXYALKYL, C1-C6 HYDROXYALKYL, C1-C6 HALOALKYL, C1-C6 CYANOALKYL, C2-C6 ACYLALKYL, C1-C6 ALKYLMERCAPTOALKYL, AND RELATED SULFOXIDE AND SULFONE ANALOGS; R3 IS H, NO2, HALOGEN, C1-C6 ALKYL; AND R4 IS H, C1-C6 ALKYL, HALOALKYL, CYCLOALKYL, HALOGEN, CF3, NO2, C$N, CH3S(O)X, C2H5S(O)X, C3H7S(O)X, WHEREIN X IS 0, 1 OR 2, SO2NR6R7 WHEREIN R6 AND R7 CAN BE THE SAME AS R2 OR R6 AND R7 WHEN TAKEN TOGETHER WITH THE NITROGEN ATOM TO WHICH THEY ARE ATTACHED FORM A PYRROLIDINO, PIPERIDINO, AZIRIDINO, OR MORPHOLINO RING.

公开(公告)号：US3847984A

公开(公告)日：1974-11-12

申请号：US36172873

申请日：1973-05-18

申请人： EXXON RESEARCH ENGINEERING CO

发明人： LINDER J ,  NEWMAN N ,  MARAVETZ L ,  SCHMIT G

IPC分类号： C07C87/34

摘要： 1. A METHOD FOR PREPARING EITHER A CYCLOPROPYLMETHYL ALKYL AMINE OR CYCLOPROPYLMETHYL ALKYL AMINE OPTIONALLY SUBSTITUTED WITH A C1-C4 ALKYL GROUP ON THE CYCLOPROPYL RING, SAID METHOD COMPRISING THE STEPS OF REACTING EITHER A CYCLOPROPYLMETHYL AMINE OR A CYCLOPROPYLMETHYL AMINE OPTIONALLY SUBSTITUTED WITH A C1-C4 ALKYL GROUP ON THE CYCLOPROPYL RING, WITH EITHER AN ALDEHYDE OR KETONE OR ALCOHOL IN THE PRESENCE OF A BASE TO FORM EITHER AN NALKYLIDENE CYCLOPROPYMETHYL AMINE OR AN N-ALKYLIDENE CYCLOPROPYLMETHYL AMINE OPTIONALLY SUBSTITUTED WITH A C1-C4 ALKYL GROUP ON THE CYCLOPROPYL RING, SAID BASE BEING ONE SELECTED FROM THE GROUP CONSISTING OF ALKALI AND ALKALINE EARTH METAL HYDROXIDES; SEPARATING THE HYDROXIDE LAYER FROM AN ORGANIC LAYER CONTAINING THE SAID N-ALKYLIDENE CYCLOPROPYLMETHYL AMINE; TREATING THE SAID N-ALKYLI-

DENE CYCLOPROPYLMETHYL AMINE WITH HYDROGEN IN THE PRESENCE OF A CATALYST AT A TEMPERATURE OF FROM ABOUT 0*C. TO THE BOILING POINT OF THE REACTION MIXTURE AND A PRESSURE OF FROM ABOUT 1 TO 300 ATMOSPHERES, SAID CATALYST BEING ONE SELECTED FROM THE GROUP CONSISTING OF RHODIUM SUPPORTED ON CARBON, COPPER SUPPORTED ON A SILICEOUS SUPPORT, COPPER SUPPORTED ON ALUMINA, AND PLATINUM SUPPORTED ON CALCIUM CARBONATE.

公开(公告)号：US3784574A

公开(公告)日：1974-01-08

申请号：US3784574D

申请日：1972-06-26

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： C07D213/38 ,  C07D307/14 ,  C07D307/52 ,  C07D5/30

CPC分类号： C07D307/52 ,  C07D213/38 ,  C07D307/14

摘要： THE COMPOUNDS OF THE SUBJECT INVENTION ARE REPRESENTED BY THE FOLLOWING GENERIC FORMULA

1-(R1-N(-R2)-),2-(O2N-), 4-R4,6-R3-BENZENE

WHEREIN R1 IS SELECTED FROM THE GROUP CONSISTING OF

R5,(CH3-)BENZENE, R5,(CH3-)TETRAHYDROFURAN,

R4,(CH3-)FURAN, R5,(CH3-)TETRAHYDROTHIOPHENE,

R4,(CH3-)THIOPHENE,

1-((C1-C6 ALKYL)-),R5,(CH3-)PYRROLIDINE

R5,(CH3-)TETRAHYDROPYRAN, R5,(CH3-)PYRIDINE

1-((C1-C6 ALKYL)-),R5,(CH3-)PIPERIDINE

WHEREIN R5 IS H; C1-C6 ALKYL, ALKENYL, HALOALKYL, HALOGEN, NO2; R2 IS HYDROGEN, C1-C6 STRAIGHT OR BRANCHED CHAING ALKYL, ALKENYL, OR ALKYLNYL, C3-C8 CYCLOALKYL, C4-C10 CYCLOALKYLALKYL, C1-C6 ALKOXYALKYL, C1-C6 HYDROXYALKYL, C1-C6 HALOALKYL, C1-C6 CYANOALKUL, C2-C6 ACYLALKYL, C1-C6 ALKYLMERCAPTOALKYL, AND RELATED SULFOXIDE AND SULFONE ANALOGS; R3 IS H, NO2 HALOGEN, C1-C6 ALKYL; AND R4 IS H, C1-C6 ALKYL, HALOALKYL, CYCLOALKYL, HALOGEN, CF3, NO2, C=N, CH3S(O)X, C2H5S(O)X, C3H7S(O)X, WHEREIN X IS 0,1 OR 2, SO2NR6R7 WHEREIN R6 AND R7 CAN BE THE SAME AS R2 OR R6 AND R7 WHEN TAKEN TOGETHER WITH THE NITROGEN ATOM TO WHICH THEY ARE ATTACHED FROM A PURROLIDINO, PIPERIDINO, AZIRIDINO, OR MORPHOLINO RING.

公开(公告)号：US3721711A

公开(公告)日：1973-03-20

申请号：US3721711D

申请日：1970-04-29

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： A01N47/24 ,  A01P7/02 ,  A01P7/04 ,  A47C1/12 ,  C07C271/06 ,  C07C271/60 ,  C07C317/00 ,  C07F9/22 ,  C07C131/02

CPC分类号： C07C323/45 ,  A01N47/24 ,  C07C2601/02

摘要： Chemical compounds useful as pesticides and characterized by the following structure: WHEREIN R1 is C1-C4 alkyl and R2, R3 and R4 are the same or different and are hydrogen or C1-C4 alkyl; n is 1 to 6 and m is 0, 1 or 2.

公开(公告)号：US3856860A

公开(公告)日：1974-12-24

申请号：US33172273

申请日：1973-02-12

申请人： EXXON RESEARCH ENGINEERING CO

发明人： MARAVETZ L

IPC分类号： C07C233/02 ,  C07C103/30

CPC分类号： C07C233/02 ,  C07C2601/02

摘要： Compounds characterized by the following structural formula:

WHEREIN R is one selected from the group consisting of Y-CH2 and

Y is one selected from the group consisting of chlorine, bromine and fluorine, X is one selected from the group consisting of hydrogen, chlorine, CF3, C1 to C4 alkyl, bromine, C1 to C4 alkoxy, and C1 to C4 alkylthio, and X'' is one selected from the group consisting of chlorine, hydrogen, CF3, and bromine; R1 is C3 to C4 cycloalkyl optionally substituted with C1-C3 alkyl, chlorine, bromine, R2 is one selected from the group consisting of hydrogen, and C1 to C4 alkyl, cyclopropyl, cyclopropylmethyl and C1 to C3 alkoxy, and R3 is one selected from the group consisting of hydrogen, C1-C3 alkyl, cyclopropyl, cyclobutyl, cyclopropylmethyl or cyclobutylmethyl, optionally substituted with C1 to C3 alkyl, chlorine, and bromine; n is either 0 or 1. These compounds have been found to possess biological activity and have been found to be useful as herbicides.

摘要翻译： 以下列结构式表征的化合物：

公开(公告)号：US3847985A

公开(公告)日：1974-11-12

申请号：US36172973

申请日：1973-05-18

申请人： EXXON RESEARCH ENGINEERING CO

发明人： LINDER J ,  NEWMAN N ,  MARAVETZ L ,  SCHMIT G

IPC分类号： C07C87/34

摘要： 1. A METHOD FOR PREPARING EITHER CYCLOPROPYLMETHYL ALKYL AMINES OR CYCLOPROPYLMETHYL ALKYL AMINES OPTIONALLY SUBSTITUTE WITH A C1-C4 ALKYL GROUP ON THE CYCLOPROPYL RING, SAID METHOD COMPRISING THE STEPS OF REACTING EITHER AN ALLYLIC CHLORIDE OR AN ALLYLIC CHLORIDE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUP WITH HYDROGEN BROMIDE IN THE PRESENCE OF A FREE RADICAL CATALYST THREBY FORMING EITHER ANTI-MARKOWNIKOFF 1-BROMO-3-CHLOROPROPANE OR 1BROMO-3-CHLOROPROPANE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUPS; CONTACTING THE SAID BROMO-CHLOROPROPANE WITH A METAL CYANIDE TO FORM EITHER A GAMMA-CHLORONITRILE OR A GAMMA-CHLORONITRILE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUPS; REACTING THE SAID NITRILE WITH ALKALI HYDROXIDE TO FORM EITHER A CYCLOPROPYL CYANIDE OR A CYCLOPROPYL CYANIDE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUPS, HYDROGENATING SAID CYCLOPROPYL CYANIDE IN THE PRESENCE OF A METAL HYDROGENATION CATALYST AT A TEMPERATURE OF FROM 0*-100* C. AND A PRESSURE FROM 1 TO 300 ATMOSPHERES; REACTING SAID HYDROGENATED CYCLOPROPYL CYANIDE WITH EITHER A HALIDE OR A KETONE TO FORM EITHER N-ALKYLIDENE CYCLOPROPYLMETHYL AMINE OR N-ALKYLIDENE CYCLOPROPYLMETHY; AMINE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUPS ON THE CYCLOPROPYL RING, IN THE PRESENCE OF A BASE, SAID BASE BEING ONE SELECTED FROM THE GROUP CONSISTING OF ALKALI AND ALKALINE EARTH METAL HYDROXIDES; SEPARATING THE ALKALI METAL HYDROXIDE LAYERS FROM AN ORGANIC LAYER CONTAINING THE SAID -ALKYLIDENE CYCLOPROPYLMETHYL AMINE; TREATING THE SAID N-ALKYLIDENE CYCLOPROPYLMETHYLAMINE WITH HYDROGEN IN THE PRESENCE OF A CATALYST SELECTED FROM THE GROUP CONSISTING OF RHODIUM SUPPORTED ON CARBON, COPPER SUPPORTED ON SOLICA, COPPER SUPPORTED ON ALUMINA AND PLATINUM SUPPORTED ON CALCIUM CARBONATE AT A TEMPERATURE RANGING FROM 0* C. TO THE BOILING POINT OF THE HYDROGENATION REACTION MIXTURE AND AT A PRESSURE RANGING FROM 1 TO 300 ATMOSPHERES.

公开(公告)号：US3739025A

公开(公告)日：1973-06-12

申请号：US3739025D

申请日：1970-08-28

申请人： EXXON RESEARCH ENGINEERING CO

发明人： SCHMIT G ,  NEWMAN N ,  LINDER J ,  MARAVETZ L

IPC分类号： C07B61/00 ,  B01J23/00 ,  C01B7/09 ,  C07C17/087 ,  C07C67/00 ,  C07C209/00 ,  C07C209/08 ,  C07C209/22 ,  C07C209/26 ,  C07C209/48 ,  C07C209/52 ,  C07C211/17 ,  C07C211/25 ,  C07C85/12 ,  C07C87/34

CPC分类号： C07C209/52 ,  C01B7/093 ,  C07C17/087 ,  C07C209/08 ,  C07C209/48 ,  C07C19/075

摘要： THIS INVENTION RELATES TO A METHOD FOR PREPARING CYCLOPROPYLMETHYL ALKYL AMINES AND ALKYLCYCLOPROPYLMETHYL ALKYL AMINES. THE METHOD COMPRISES THE STEPS OF REACTING AN ALLYLIC CHLORIDE WITH HYDROGEN BROMIDE IN THE PRESENCE OF A FREE RADICAL CATALYST TO FORM THE ANTI-MARKOWNIKOFF PRODUCT 1-BROMO-3-CHLOROPROPANE WHICH CAN BE OPTIONALLY SUBSTITUTED WITH C1-C4 ALKYL GROUPS, CONTACTING THE REACTION PRODUCT OF STEP ((1) WITH A METAL CYANIDE TO FORM A GAMMA-CHLORINITRILE, REACTING THE GAMMA-CHLORONITRILE WITH AN ALKALI METAL HYDROXIDE TO YIELD CYCLOPROPYL OR AN ALKYLCYCLOPROPYL CYANIDE, REACTING THE CYCLOPROPYL CYANIDE OR ALKYLCYCLOPROPYL CYANIDE WITH ANN ALKYL AMINE AND HYDROGENN TO YIELD A CYCLOPROPYLMETHYL ALKYL AMINE OR AN ALKYLCYCLOPROPYLMETHYL ALKYL AMINE. IN ANOTHER ASPECT OF THIS INVENTION, THE CYCLOPROPYL OR ALKYLCYCLOPROPYL CYANIDE IS REACTED WITH HYDROGEN AND THE RESULTING CYCLOPROPYLMETHYL AMINE OR ALKYLCYCLOPROPYLMETHYL AMINE IS THEN REACTED WITH EITHER A KETONE, ALDEHYDE, OR ALCOHOL AND HYDROGEN, OR WITH AN ALKYL HALIDE IN THE ABSENCE OF HYDROGEN, TO FORM EITHER CYCLOPROPYLMETHYL ALKYL AMINES OR C1-C4 ALKYLCYCLOPROPYLMETHYL ALKYL AMINES. IN STILL ANOTHER VARIATION OF THIS INVENTION, AN N-ALKYLIDENE CYCLOPRROPYLMETHYL AMINE, OR AN N-ALKYLIDENE ALKYLCYCLOPROPYLMETHYL AMINE, PREPARED BY REACTING A CYCLOPROPYLMETHYLAMINE OR AN ALKYLCYCLOPROPYLMETHYL AMINE WITH AN ALDEHYDE OR KETONE, CAN BE HYDROGENATED TO FORM THE CYCLOPROPYL METHYL ALKYL AMINES OR ALKYLCYCLOPROPYLMETHYL ALKYL AMINES. THE FORMATION OF CYCLOPROPYLMETHYL ALKYL AMINES AND ALKYLCYCLOPROPYLMETHYL AMINES WITHOUT CONCURRENT HYDROGENOLYSIS OF THE CYCLOPROPANE RING HAS PROVEN TO BE QUITE UNEXPECTED AND IS THE RESULT OF THE CAREFUL CONDITIONS UNDER WHICH THE CYCLOPROPYL CYANIDE OR ALKYLCYCLOPROPY CYANIDE IS REACTED WITH THE VARIOUS REACTANNTS STATED HEREINABOVE.