Production of vinyl oxazoline esters
    1.
    发明授权
    Production of vinyl oxazoline esters 失效
    生产乙烯氧杂环丁醇酯

    公开(公告)号:US3839350A

    公开(公告)日:1974-10-01

    申请号:US24431572

    申请日:1972-04-14

    发明人: HUNSUCKER J

    CPC分类号: C07D263/12 C07D263/14

    摘要: 1. IN A PROCESS FOR THE PRODUCTION OF A VINYL OXAZOLINE CORRESPONDING TO THE FORMULA

    2-(CH2=C(-R)-),4-R1,4-R2-2-OXAZOLINE

    WHEREIN R IS AN ALKYL OR ALKENYL GROUP OF FROM 1 TO 20 CARBON ATOMS AND R1 AND R2 ARE METHYL, ETHYL OR THE GROUP

    R-CH2-COO-CH2-

    AND CAN BE THE SAME OR DIFFERENT, BY REACTING AN OXAZOLINE CORRESPONDING TO THE FORMULA

    2-(R-CH2-),4-R1,4-R2-2-OXAZOLINE

    WITH AN ALKANOL SOLUTION OF FORMALDEHYDE IN A MOLE RATIO OF FROM 1-8 OF SAID FORMALDEHYDE TO 1 OF SAID OXAZOLINE, AT AN ELEVATED TEMPERATURE FOR A PERIOD OF TIME SUFFICIENT TO EFFECT PRODUCTION OF SAID VINYL OXAZOLINE, AND THEREBY FORMING WATER OF REACTION, AND SEPARATING SAID WATER BY DISTILLATION, THE IMPROVEMENT COMPRISING THE STEP OF RAPIDLY ADDING SAID FORMALDEHYDE SOLUTION TO SAID OXAZOLINE AT A TEMPERATURE OF 185-190*C. WHILE MAINTAINING THE TEMPERATURE AT NOT LESS THAN 185*C.

    2-heterocyclic substituted quinxaline-1, 4-dioxides
    3.
    发明授权
    2-heterocyclic substituted quinxaline-1, 4-dioxides 失效
    2-杂环取代的喹喔啉-1,4-二氧化物

    公开(公告)号:US3671521A

    公开(公告)日:1972-06-20

    申请号:US3671521D

    申请日:1970-03-18

    申请人: PFIZER

    摘要: The 2-heterocyclic- and 2-(N-( omega haloalkyl)carbamyl)substituted quinoxaline-1,4-dioxides having formulas I and II, respectively:
    WHEREIN X is a 6- or a 7-position substituent and is hydrogen, chloro, bromo, fluoro, methyl, methoxy and trifluoromethyl; Y is O, S and NR1 wherein R1 is hydrogen and lower alkyl; A is alkylene of from two to five carbon atoms which places at least two carbon atoms between the N and Y or Z atoms to which it is attached; R2 is lower alkyl; Z is chloro and bromo; THE NON-TOXIC ACID ADDITION SALTS OF THOSE COMPOUNDS WHEREIN Y is -NR1; and methods for their preparation are described. All compounds of formulas I and II are useful as antibacterial agents and many of them are effective animal growth promotants. Compounds of formula II are valuable intermediates for further synthesis.

    摘要翻译: 分别具有式I和II的2-杂环 - 和2- [N-(ω-卤代烷基)氨基甲酰基]取代的喹喔啉-1,4-二氧化物:

    2-cycloalkylamino-oxazolines
    4.
    发明授权
    2-cycloalkylamino-oxazolines 失效
    2-环丙基氨基 - 氧杂环丁烷

    公开(公告)号:US3598833A

    公开(公告)日:1971-08-10

    申请号:US3598833D

    申请日:1967-09-22

    申请人: BAYER AG

    摘要: 2-CYCLOALKYLAMINO-OXAZOLINES OF THE FORMULA:

    2-((R1-)-CH2-(CH2)N-CH(-R)-)>CH-NH)-2-OXAZOLINE (I)

    WHEREIN R IS LOWER ALKYL OF 1 TO 3 CARBON ATOMS, R1 IS HYDROGEN OR AT LEAST ONE LOWER ALKYL OF 1 TO 5 CARBON ATOMS AND N IS AN INTEGER FROM 2 TO 4, AND WHEREIN THE CYCLOALKYL MOIETY MAY CONTAIN A DOUBLE BOND PROVIDED THAT, IF THERE IS A DOUBLE BOND, SUCH IS NOT IN THE A,BPOSITION, ARE PREPARED BY REACTING 2-CYCLOALKYLISOCYANIDE DICHLORIDES OF THE FORMULA:

    (CL-)2C=N-CH
    WHEREIN R, R1 AND N HAVE THE ABOVE DEFINED MEANINGS AND IN WHICH THE CYCLOALKYL MOIETY MAY CONTAIN A DOUBLE BOND, WITH THE PROVISO THAT IF THERE IS A DOUBLE BOND, SUCH IS NOT IN THE A,B-POSITION, BY HEATING IN HOT WATER OPTIONALLY AT TEMPERATURES ABOVE 100*C. UNDER PRESSURE AND PRECIPITATING THE BASES BY MEANS OF AMMONIA OR ALKALI FROM THE RESULTANT AQUEOUS SOLUTION OF THE 2-CYCLOALKYLAMINO-OXAZOLINE SALTS FORMED. WHEN R1 IS HYDROGEN, THE HYDROGEN ATOM IS ATTACHED TO A CARBON ATOM SO THAT IN ALL CASES EACH CARBON ATOM MAINTAINS THE PROPER VALENCE. R AND R1 MAY BE ALL CIS, ALL TRANS, OR SOME MAY BE CIS AND THE REMAINING TRANS. THE AMINO GROUP ATTACHED TO THE CARBON ATOM IN THE 1-POSITION IN THE CYCLOALKYL RING CAN ALSO BE CIS OR TRANS. THE 2-CYCLOALKYLAMINO-OXAZOLINES ARE USEFUL AS LOCAL ANESTHETICS, SEDATIVES, VASO-CONSTRICTORS, BLOOD PRESSURE DEPRESSANTS AND THEY ALSO EXHIBIT AN INHIBITORY EFFECT ON THE SECRETION OF GASTRIC FLUID THEREBY MAKING THEM VALUABLE FOR TREATING HYPERTONIA AND ULCERS. BY VIRTUE OF THEIR BLOOD SUGAR INCREASING EFFECT, THESE COMPOUNDS CAN ALSO BE USED IN HUMANS AND ANIMALS IN THE TREATMENT OF DISEASES WHEREBY INCREASE IN BLOOD SUGAR IS DESIRABLE. THESE COMPOUNDS ARE ADMINISTERED IN THE SAME DOSAGE RANGE AND BY THE SAME ROUTES OF ADMINISTRATION AS COMPOUNDS ALREADY KNOWN TO HAVE THE ABOVE SPECIFIED EFFECTS AND PROPERTIES. THE ASYMMETRICAL 2-CYCLOALKYLAMINO-OXAZOLINES OF THE PRESENT INVENTION EXIST IN RACEMIC FORM AND AS IS KNOWN SUCH RACEMATES CAN BE RESOLVED INTO THEIR OPTICAL ISOMERS.

    HO-CH2-CH2-NH-CO-NH-CH
    WHEREIN R, R1 AND N ARE AS ABOVE DEFINED, AND IN WHICH THE CYCLOALKYL MOIETY MAY CONTAIN A DOUBLE BOND, WITH THE PROVISO THAT IF THERE IS A DOUBLE BOND, SUCH IS NOT IN THE A,B-POSITION, WITH ETHANOLAMINE IN ORGANIC SOLVENTS OR IN WATER AND, IF DESIRED, WITH THE ADDITION OF A BASE OR THEY MAY BE PREPARED BY CYCLIZING REACTIVE ESTERS OF NCYCLOALKYL-N''-B-HYDROXYETHYL-UREAS OF THE FORMULA:

    Aminoethylation reaction and products thereof
    8.
    发明授权
    Aminoethylation reaction and products thereof 失效
    氨基乙酸反应及其制品

    公开(公告)号:US3709904A

    公开(公告)日:1973-01-09

    申请号:US3709904D

    申请日:1969-06-18

    申请人: DOW CHEMICAL CO

    发明人: TOMALIA D OJHA N

    摘要: WHEREIN R1-R3 ARE INERT HYDROCARBON RADICALS AND X IS OXYGEN OR SULFUR. THE AMINOETHYLATED REACTION PRODUCTS, AFTER THE SO2 IS REMOVED, CONTAIN BASIC AMINO GROUPS AND ARE USEFUL IN NEUTRALIZING ACIDS, ABSTRACTING ACIDIC GASES FROM FLUE GAS, AND AS CURING AGENTS FOR EPOXY RESINS.

    (2,2-DI(R1)-AZIRIDIN-1-YL)2-C(=N-R2)

    2,2-DI(R1)-AZIRIDIN-1-YL)-C(=N-R2)-X-R3 OR

    2,2-DI(R1)-AZIRIDIN-1-YL)-C
    AN AMINOETHYL DERIVATIVE OF A PRIMARY OR SECONDARY ALCOHOL IS PREPARED IN THE REACTION BETWEEN (1) A PRIMARY OR SECONDARY ALCOHOL AND (2) A MOLECULAR COMPLEX OF SO2 AND AN AZIRIDINE HAVING THE STRUCTURAL FORMULA