反应 #9212

ord-6778be28994349a58c0ea43b72428dba

反应方程式

CCNC(=O)Nc1nc2ccc(Br)c(O)c2s1
1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea
CCNC(=O)Nc1nc2ccc(Br)c(O)c2s1
1-(6-Bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Fc1ccc(CBr)cc1
p-fluoro-benzyl-bromide
CCNC(=O)Nc1nc2ccc(Br)c(OCc3ccc(F)cc3)c2s1
desired compound 13
收率 19.0%
CCNC(=O)Nc1nc2ccc(Br)c(OCc3ccc(F)cc3)c2s1
1-(6-Bromo-7-(4-fluoro-benzyloxy)-2-benzothiazolyl)-3-ethyl-urea
收率 19.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他was reacted

实验过程

A mixture of 1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea 6, potassium carbonate and p-fluoro-benzyl-bromide in DMF was reacted to give 0.013 g (19%) of the desired compound 13. 1H NMR (DMSO) δ 1.08 (t, 3H, J=8 Hz CH2CH3), 3.18 (m, 2H, CH2), 5.16 (s, 2H, OCH2Ar), 6.73 (br s, 1H, NH), 7.26 (dd, 2H, J=4, 4 Hz, ArH),7.36 (d, 1H, J=8 Hz, ArH), 7.56 (d, 1H, J=4 Hz, ArH), 7.58 (d, 2H, J=4 Hz, ArH), 10.89 (br s, 1H, NH). HPLC retention time 3.61 minutes.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07091227B2uspto-grants-2006_08