SOME CHLOROHYDROXYBENZENESULFONYL DERIVATIVES
SOME CHLOROHYDROXYBENZENESULFONYL DERIVATIVES
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DOI：
10.1080/03086647908069901
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发表时间：
1979-01-01
影响因子：
1.3
通讯作者：
CRONJE, T
中科院分区：
文献类型：
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作者：
CREMLYN, RJ;CRONJE, T
2，4-; 2，6-; 2，3-; 3，4-; 2，5-;和3，5-二氯苯酚与氯磺酸反应，分别转化为下列取代的苯磺酰氯：3，5-二氯-2-羟基-; 3，5-二氯-4-羟基-; 2，3-二氯-4-羟基-; 4，5-二氯-2-羟基-; 2，5-二氯-4-羟基-;和2，6-二氯-4-羟基-。此外，邻氯苯酚得到5-氯-4-羟基苯-1，3-双磺酰氯。各种磺酰氯已经与亲核试剂缩合，例如氨、胺、肼、苯肼、N，N-二甲基肼和叠氮化钠。3，5-二氯-2-羟基苯磺酰叠氮已与异戊二烯、三苯基膦、二甲基亚砜和环己烯反应。3，5-二氯-2-羟基苯磺酰氯与异氰酸苯酯反应得到2-（N-苯基氨基甲酰氧基）衍生物，加热得到杂环化合物。氯羟基苯磺酰衍生物是一种潜在的除草剂，并简要讨论了它们的红外和核磁共振光谱特征。
2,4-; 2,6-; 2,3-; 3,4-; 2,5-; and 3,5-dichlorophenols by reaction with chlorosulfonic acid were converted to the following substituted benzenesulfonyl chlorides: 3,5-dichloro-2-hydroxy-; 3,5-dichloro-4-hydroxy-; 2,3-dichloro-4-hydroxy-; 4,5-dichloro-2-hydroxy-; 2,5-dichloro-4-hydroxy-; and 2,6-dichloro-4-hydroxy-respectively. In additiono-chlorophenol gave 5-chloro-4-hydroxybenzene-1,3-bis-sulfonyl chloride. The various sulfonyl chlorides have been condensed with nucleophilic reagents, e.g. ammonia, amines, hydrazine, phenylhydrazine, N, N-dimethylhydrazine, and sodium azide. 3,5-Dichloro-2-hydroxybenzenesulfonyl azide has been reacted with norbornene, triphenylphosphine, dimethylsulfoxide, and cyclohexene. 3,5-Dichloro-2-hydroxybenzenesulfonyl chloride with phenylisocyanate gave the 2-(N-phenyl-carbamoyloxy) derivative which on heating gave a heterocyclic compound. The chlorohydroxybenzenesulfonyl derivatives are of interest as potential herbicides and their ir and nmr spectral characteristics are briefly discussed.