Novel alkylations of cyclic thioureas by α-halocarboxylic acids and their esters. 4. Alkylation of 1-methyltetrahydropyrimidine-2(1H)-thione

P. M. Kushakova; Yu. V. Basan; A. I. Yulisova; V. V. Lifontova; S. M. Ramsh; A. V. Garabadgiu; L. N. Belobrzeckaja Costa

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Novel alkylations of cyclic thioureas by α-halocarboxylic acids and their esters. 4. Alkylation of 1-methyltetrahydropyrimidine-2(1H)-thione

机译：α-卤代羧酸及其酯类对环硫脲的新型烷基化作用。 4. 1-甲基四氢嘧啶-2（1H）-硫酮的烷基化

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Alkylation of 1-methyltetrahydropyrimidine-2(1H)-thione (N-methylpropylenethiourea) with chloro-and bromoacetic acids and their esters have given the 8-methyl-3-oxo-2,3,6,7-tetrahydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-8-ium chloride or bromide. The former is readily hydrolyzed in 95% ethanol to 3-[(3-methylamino)propyl]-1,3-thiazolidine-2,4-dione hydrochloride while the second is more stable towards hydrolysis such that the corresponding hydrobromide is not separated. A paradoxical trend in the extent of the hydrolysis decreasing with the content of the water in the alcoholic solution comes to a complete stop in water. A possible explanation of this phenomenon is given.

机译：1-甲基四氢嘧啶-2（1H）-硫酮（N-甲基丙烯硫脲）与氯代乙酸和溴代乙酸及其酯的烷基化反应给出了8-甲基-3-氧代-2,3,6,7-四氢-5H- [ 1,3]噻唑并[3,2-a]嘧啶-8-氯化物或溴化物。前者易于在95％乙醇中水解成3-[（（3-甲基氨基）丙基] -1,3-噻唑烷-2,4-二酮盐酸盐，而第二种则对水解更稳定，因此不会分离出相应的氢溴酸盐。随着醇溶液中水含量的降低，水解程度降低的反常趋势完全停止在水中。给出了对此现象的可能解释。

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《Chemistry of heterocyclic compounds》 |2006年第8期|共8页
作者
P. M. Kushakova; Yu. V. Basan; A. I. Yulisova; V. V. Lifontova; S. M. Ramsh; A. V. Garabadgiu; L. N. Belobrzeckaja Costa;
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正文语种 eng
中图分类杂环化合物;
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1-methyltetrahydropyrimidine-2(1H)-thione (N-methylpropylenethiourea); alkylation with chloro and bromoacetic acids and their esters;

机译：1-甲基四氢嘧啶-2（1H）-硫酮（N-甲基丙烯硫脲）;用氯乙酸和溴乙酸及其酯进行烷基化;

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1. Novel alkylations of cyclic thioureas by α-halocarboxylic acids and their esters. 4. Alkylation of 1-methyltetrahydropyrimidine-2(1H)-thione [J] . P. M. Kushakova, Yu. V. Basan, A. I. Yulisova, Chemistry of heterocyclic compounds . 2006,第8期

机译：α-卤代羧酸及其酯类对环硫脲的新型烷基化作用。 4. 1-甲基四氢嘧啶-2（1H）-硫酮的烷基化
2. New data on the alkylation of cyclic thioureas with á-halocarboxylic acids and their esters. 2. Alkylation of tetrahydropyrimidine-2(1h)-thione and 5,5-dimethyltetrahydropyrimidine-2(1h)-thione [J] . P. M. Kushakova, A. I. Yulisova, S. M. Ramsh, Chemistry of heterocyclic compounds . 2006,第4期

机译：关于环硫脲与α-卤代羧酸及其酯烷基化的新数据。 2.四氢嘧啶-2（1h）-硫酮和5,5-二甲基四氢嘧啶-2（1h）-硫酮的烷基化
3. New data on the alkylation of cyclic thioureas with á-halocarboxylic acids and their esters. 2. Alkylation of tetrahydropyrimidine-2(1h)-thione and 5,5-dimethyltetrahydropyrimidine-2(1h)-thione [J] . P. M. Kushakova, A. I. Yulisova, S. M. Ramsh, Chemistry of heterocyclic compounds . 2006,第4期

机译：关于环硫脲与α-卤代羧酸及其酯烷基化的新数据。 2.四氢嘧啶-2（1h）-硫酮和5,5-二甲基四氢嘧啶-2（1h）-硫酮的烷基化
4. The Alkylation of Aromatic Compounds with Unsaturated Acids Catalyzed by Solid Acids [C] . Yuzhan Xu, Jianxin Mao, Xiaoming Zheng Asia-Pacific Congress on Catalysis . 2003

机译：用固体酸催化的不饱和酸的芳族化合物的烷基化
5. Molybdenum and palladium catalyzed asymmetric allylic alkylation of prochiral nucleophiles: Enantioselective synthesis of nonnatural alpha-amino acids and of tertiary alpha-hydroxy carboxylic acid derivatives. [D] . Franzini, Maurizio. 2005

机译：钼和钯催化的前手性亲核试剂的不对称烯丙基烷基化：非天然α-氨基酸和叔α-羟基羧酸衍生物的对映选择性合成。
6. Cytotoxicity of alkylating agents towards sensitive and resistant strains of Escherichia coli in relation to extent and mode of alkylation of cellular macromolecules and repair of alkylation lesions in deoxyribonucleic acids [O] . P. D. Lawley, P. Brookes 1968

机译：烷基化剂对大肠杆菌敏感和耐药菌株的细胞毒性与细胞大分子烷基化的程度和方式以及脱氧核糖核酸中烷基化损伤的修复有关
7. Synthesis of a New Dual Metalloprotease Inhibitor. I. Diastereoselective Alkylation of Protected 6-Oxopipecolic Acid Esters. [O] . Kozo AKASAKA, Hiroshi AKAMATSU, Yuichi KIMOTO, 1999

机译：新型双金属蛋白酶抑制剂的合成。 I.保护6-氧代己酸酯的非对映选择性烷基化。
8. Enantiomerically Pure Acetals in Organic Synthesis: Resolutions and Diastereoselective Alkylations of Alpha-Hydroxy Esters. [R] . Fryling, J. A. 1990

机译：有机合成中的对映体纯的缩醛：α-羟基酯的分辨率和非对映选择性烷基化。

Novel alkylations of cyclic thioureas by α-halocarboxylic acids and their esters. 4. Alkylation of 1-methyltetrahydropyrimidine-2(1H)-thione

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