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HRID620003

反应详情

EQUATION

反应方程式

HRID 620003 的结构方程式

REACTANTS

反应物

2
结构：CCO
HCID702

Ethanol

C2H6O

结构：Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O
HCID5789

Thymidine

C10H14N2O5

PRODUCTS

生成物

1
结构：Cc1cn2c(nc1=O)O[C@H]1C[C@H]2O[C@@H]1CO
HCID6915752

未命名化合物

收率 60.3%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度
70 °C

PROCEDURE

实验过程

Thymidine (85.4 g; 0.353 mol) was dissolved in 500 mL dry DMF (dimethyl formamide) and added to N-(2-chloro-1,1,2-trifluoroethyl)dielthylamine (100.3 g; 0.529 mol) [prepared according to the method of D. E. Ayer, J. Med. Chem. 6, 608 (1963)]. This solution was heated at 70° C. for 30 minutes then poured into 950 mL ethanol with vigorous stirring. The product precipitated from this solution and was filtered. The ethanol supernatant was refrigerated then filtered to yield a total of 47.75 g (0.213 mol; 60.3%) of 2,3'-anhydrothymidine mp=228°-230° C.

WORKUP

后处理

  1. additionadded to N-(2-chloro-1,1,2-trifluoroethyl)dielthylamine (100.3 g; 0.529 mol) [
  2. customprepared
  3. customThe product precipitated from this solution
  4. filtrationwas filtered
  5. filtrationThe ethanol supernatant was refrigerated then filtered