PYRIMIDINES .8. HALOGENO-PYRIMIDINES AND HYDRAZINO-PYRIMIDINES
PYRIMIDINES .8. HALOGENO-PYRIMIDINES AND HYDRAZINO-PYRIMIDINES
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DOI：
10.1039/jr9550003478
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发表时间：
1955-01-01
期刊：
影响因子：
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通讯作者：
SAYER, ER
中科院分区：
文献类型：
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作者：
CHESTERFIELD, J;MCOMIE, JFW;SAYER, ER
仅有的三种以前未知的氯嘧啶，即4：5-二氯-、2：4：5-三氯-和4：5：6-三氯-嘧啶，现在已经与5-溴-4：6-二氯嘧啶一起制备。采用一种新的路线合成了5-溴-4-氯嘧啶。本文报道了这些化合物与包括肼在内的亲核试剂的反应，以及肼基嘧啶的细菌学试验结果，并报道了11种可能的单氯嘧啶和多氯嘧啶中的8种，本文报道了其余3种，即4：5-二氯嘧啶，2：4：5-三氯嘧啶和4：5：6-三氯嘧啶的合成。此外，已经制备了5-溴-4：6-二氯嘧啶，并且5-溴-4-氯嘧啶（Cherbuliez和Stavritch，Helv. Chim. Ada，1922，5，273）由新路线准备。显然，5-溴嘧啶（McOmie和白色，J.，1953，3129）和5-溴-2：4-二氯嘧啶（惠勒和布里斯托，美国化学杂志，1905，32，437; Whittaker，J.，1953，1646）是先前已知的仅有的不存在其它取代基的其它卤代嘧啶。制备现在描述的化合物以研究它们的紫外光谱（即将出版的出版物;参见Boarland和McOmie，J.，1952，3716，3722）及其与亲核试剂的反应。
The only three previously unknown chloropyrimidines, namely 4: 5-dichloro-, 2: 4: 5-trichloro-, and 4: 5: 6-trichIoro-pyrimidine, have now been prepared together with 5-bromo-4: 6-dichloropyrimidine. 5-Bromo-4-chloropyrimidine has been made by a new route. Some reactions of these compounds with nucleophilic reagents including hydrazine are recorded and the results of bacteriological tests on the hydrazinopyrimidines are mentioned.EIGHT of the possible eleven mono-and poly-chloropyrimidines have already been described and this paper records the synthesis of the remaining three, namely 4: 5-dichloro-, 2: 4: 5-trichloro-, and 4: 5: 6-tnchloro-pyrimidine. In addition, 5-bromo-4: 6-dichloropyrimidine has been made and 5-bromo-4-chloropyrimidine (Cherbuliez and Stavritch, Helv. Chim. Ada, 1922, 5,273) prepared by a new route. Apparently, 5-bromopyrimidine (McOmie and White, J., 1953, 3129) and 5-bromo-2: 4-dichloropyrimidine (Wheeler and Bristol, Amer. Chem. J., 1905, 32, 437; Whittaker, J., 1953, 1646) are the only other halogenopyrimidines previously known without other substituents present. The compounds now described were prepared in order to study their ultraviolet spectra (forthcoming publication; cf. Boarland and McOmie, J., 1952, 3716, 3722) and their reactions with nucleophilic reagents.