6775-40-2

基本信息
5-苯基-1H-咪唑-2-胺
2-Amino-5-phenylimidazole
4-Phenylimidazole-2-amine
5-PHENYL-1H-IMIDAZOL-2-AMINE
1H-Imidazol-2-amine, 5-phenyl-
4-Phenyl-1H-imidazol-2-ylamine
5-Phenyl-1H-iMidazol-2-ylaMine
1H-IMidazol-2-aMine, 4-phenyl-
2-aMino-1H-4(5)-phenyliMidazole
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

160041-64-5

6775-40-2
以化合物17(500 mg)為原料,將其與6M鹽酸(2.2 mL)和甲醇(2.5 mL)混合,回流反應(yīng)3小時(shí)。反應(yīng)完成后,將混合物冷卻至室溫,過濾收集沉淀物。濾液經(jīng)真空濃縮后,將殘余物溶解于水中,用1M氫氧化鈉溶液中和。中和后的溶液中析出沉淀,真空過濾收集,并依次用水和乙醚洗滌,得到目標(biāo)產(chǎn)物5-苯基-1H-咪唑-2-胺(18,131 mg,產(chǎn)率33%),為淺棕色固體。產(chǎn)物經(jīng)1H NMR(DMSO-d6)表征:δ 5.25(2H,s),6.96(1H,s),7.07(1H,t,J = 7.5 Hz),7.26(2H,t,J = 7.5 Hz),7.57(2H,d,J = 7.5 Hz),10.53(1H,br s)。質(zhì)譜分析顯示FAB MS m/e (M + H)+ 160;高分辨質(zhì)譜(ESI)測得C9H10N3 (M + H)+的計(jì)算值為160.0875,實(shí)測值為160.0871。元素分析計(jì)算值(C9H9N3·3H2O):C,65.68;H,5.88;N,25.53;實(shí)測值:C,65.81;H,5.49;N,25.19。
參考文獻(xiàn):
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 7, p. 2806 - 2822
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 13, p. 3873 - 3881
[3] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 1, p. 524 - 530
[4] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 6, p. 1410 - 1418