一种合成6-异硫氰酸酯嘌呤的新方法

New synthesis of 6-isothiocyanate purine

报道了一种合成重要的核苷类化合物6-异硫氰酸酯嘌呤的新方法.以6-氯-9-苄基嘌呤和氢碘酸为原料得到6-碘-9-苄基嘌呤,然后以甲苯为溶剂,与商品化的硫氰酸银在110℃反应12 h,以87%的总收率得到目标化合物,并考察了反应溶剂、反应时间以及原料配比对收率的影响.结果显示:甲苯作溶剂,反应12 h,原料配比为1∶2时为最佳条件,收率最高达到91%.方法首次通过硫氰酸银合成了6位异硫氰酸酯基取代的嘌呤,为硫代嘌呤的合成提供了新的方法.

A new method for the synthesis of an important nucleoside compound,6-isothiocyanate purine,was developed.6-iodine-9-benzyl purine was obtained from 6-iodine-9-benzyl purine and hydrogen iodate via substitution reaction.Then,toluene as solvent,the C6-I was substituted by commercially available silver thiocyanate at110 ℃ for 12 h with a total yield of 87%.The effects of solvents,reaction times and ratios of raw materials were investigated.C6-NCS purine was first synthesized by silver thiocyanate,which provides a new method for synthesizing thiopurine.