تفاعل #9211

ord-6994d4027fca4d73947eb9301277e302

معادلة التفاعل

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
COCCOCCBr
2-(2-methoxyethoxy)ethyl bromide
CCNC(=O)Nc1nc2ccc(Br)c(OCCOCCOC)c2s1
desired compound 12
المردود 39.0%
CCNC(=O)Nc1nc2ccc(Br)c(OCCOCCOC)c2s1
1-(6-Bromo-7-(2-(2-methoxyethoxy)ethoxy)-2-benzothiazolyl)-3-ethyl-urea
المردود 39.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىwas reacted

الإجراء التجريبي

A mixture of 1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea 6, potassium carbonate and 2-(2-methoxyethoxy)ethyl bromide in DMF was reacted to give 0.026 g (39%) of the desired compound 12. 1H NMR (DMSO) δ 10.65 (br s, 1H, NH), 7.54 (d, 1H, J=8.5 Hz, ArH), 7.32 (d, 1H, J=8.6 Hz, ArH), 6.73 (br s, 1H, NH), 4.24 (d, 2H, J=4.4 Hz, CH2), 3.76 (d, 2H, J=4.8 Hz, CH2), 3.61 (dd, 2H, J=6.0, 5.2 Hz, CH2), 3.48 (dd, 2H, J=6.0, 5.2 Hz, CH2), 3.26 (s, 3H CH3), 3.19 (m, 2H, CH2), 1.09 (t, 3H, J=7.1 Hz, CH3); LC/MS 418 (MH+); RP-HPLC RT 2.95 minutes.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091227B2uspto-grants-2006_08