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    • 2. 发明授权
    • Synthesis of 4-sulfonamidophenyl hydrazines
    • 合成4-磺基亚氨基乙酰胺
    • US3839325A
    • 1974-10-01
    • US34434073
    • 1973-03-23
    • GAF CORP
    • HOFFSTADT W
    • G03C7/384C07D87/46
    • G03C7/384
    • A synthesis is disclosed utilizing p-chlorobenzene-sulfonamide compounds of the following formula:

      IN WHICH R and R1 independently represent hydrogen, alkyl, hydroxyalkyl, cycloalkyl, alkaryl, aralkyl or aryl, which may or may not be further substituted, or together with the nitrogen atom form a heterocyclic ring. These compounds are dissolved in dimethyl sulfoxide (DMSO), mixed with aqueous hydrazine hydrate and heated until completely reacted to form 4 - sulfonamidophenyl hydrazines that can be readily separated from the reaction media by precipitation with water. The precipitate can be readily washed and dried to provide a pure, substituted sulfonamido hydrazine. The product is obtained in high yields frequently of about 80 - 90 percent and is sufficiently pure for subsequent use in the preparation of substituted phenyl pyrazolones which in turn are useful as magenta color formers in color photography. For example, p-chloro-benzene-sulfonyl morpholine is dissolved in DMSO and reacted under reflux conditions with aqueous hydrazine hydrate to form 4 - morpholino - sulfonamido-phenyl hydrazine having a melting point of 162*- 164*C after purification.
    • 公开了使用下式的对氯苯磺酰胺化合物的合成:
    • 6. 发明授权
    • 4-(3-amino-2-hydroxypropoxy)-1,2,5-thiadiazole compounds
    • 4-(3-氨基-2-羟基丙氧基)-1,2,5-噻二唑化合物
    • US3729469A
    • 1973-04-24
    • US3729469D
    • 1971-09-09
    • FROSST & CO CHARLES E
    • WASSON B
    • C07D263/06C07D285/10C07D87/46
    • C07D285/10C07D263/06
    • WHEREIN R IS THE 1,2,5 - THIADIAZOLE-4-YL GROUP, AND (4) REACTION OF A 3-SUBSTITUTED - 4 - (3-AMINO - 2 - HYDROXYPROPOXY) - 1,2,5 - THIADIAZOLE WITH A HALOALKYL OR OTHER DESIRED HALOGENATED COMPOUND TO PROVIDE THE 3-SUBSTITUTED - 4 - (3-SUBSTITUTED AMINO - 2 - HYDROXYPROPOXY)1,2,5-THIADIAZOLE.

      CH(-OH)-CN, OR R-O-CH2-CO-CH

      R-O-CH2-CO-CH2-NO2, R-O-CH2-CH(-OH)-CH2-NO2, R-O-CH2-

      R-O-CH2-CO-CH-N2, R-O-CH2-CO-CN3, R-O-CH2-CO-CH=N-OH,

      4-(3-(SUBSTITUTED AMINO) - 2 - HYDROXYPROPOXY)-1,2,5THIADIAZOLE COMPOUNDS, OPTIONALLY SUBSTITUTED IN THE 3POSITION OF THE THIADIAZOLE NUCLEUS WHICH EXHIBIT B-ADRENERGIC BLOCKING PROPERTIES AND THUS ARE USEFUL IN THE MANAGEMENT OF ANGINA PECTORIS ARE DESCRIBED. THE PRODUCTS ARE PREPARED BY ONE OF FOUR PRINCIPAL METHODS (1) REACTION OF A 4-HYDROXY - 1,2,5 - THIADIAZOLE WITH EPIHALOHYDRIN TO PROVIDE 4-(3-HALO - 2 - HYDROXYPROPOXY)-1,2,5THIADIAZOLE WHICH, UPON TREATMENT WITH ALKALI, FORMS THE EPOXIDE WHICH IS THEN REACTED WITH AN AMINE TO PROVIDE THE DESIRED PRODUCTS, (2) REACTION OF A 3-CHLORO(OR BROMO)4-(3 - SUBSTITUTED AMINO - 2 - HYDROXYPROPOXY) - 1,2,5THIADIAZOLE WITH AN AMINE OR AN N-CONTAINING HETEROCYCLE THAT REPLACES THE 3-CHLORO GROUP, (3) REDUCTIVE ALKYLATION OF AN