55860-22-5

基本信息
ACETAMIDE, 2-CHLORO-N-(2-METHOXYPHENYL)-
AKOS B015640
AKOS BBS-00003901
AKOS USSH-4110470
ART-CHEM-BB B015640
ASISCHEM U00018
CHEMBRDG-BB 3015640
2-chloro-2’-methoxyacetanilide
2-chloroacetanisidide
2-chloro-o-acetanisidid
物理化學性質
制備方法

90-04-0

79-04-9

55860-22-5
以鄰甲氧基苯胺(0.5g,4.05mmol)和氯乙酰氯(0.387mL,4.87mmol)為原料合成2-氯-N-(2-甲氧苯基)乙酰胺的一般步驟如下:在氬氣保護下,向鄰甲氧基苯胺的乙腈(10.0mL)溶液中加入N,N-二異丙基乙胺(DIPEA,1.56mL,8.93mmol),然后緩慢滴加氯乙酰氯。滴加完畢后,將反應混合物在室溫下攪拌1小時。反應進程通過薄層色譜(TLC)監(jiān)測。反應完成后,將反應混合物濃縮,并通過柱色譜法(洗脫劑:20%乙酸乙酯/己烷)進行純化,得到目標化合物2-氯-N-(2-甲氧苯基)乙酰胺,為棕色固體(0.72g,收率89.05%)。產(chǎn)物的結構經(jīng)1H NMR(CDCl3, 400MHz)確認:δ 8.96(s, 1H), 8.35(dd, J = 1.6, 8.0Hz, 1H), 7.14-7.10(m, 1H), 7.02-6.97(m, 1H), 6.94-6.91(m, 1H), 4.21(s, 2H), 3.93(s, 3H)。
參考文獻:
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 24, p. 6885 - 6892
[3] Farmaco, 2002, vol. 57, # 3, p. 201 - 206
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1871 - 1879
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 13, p. 3471 - 3483