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Potassium Carbonate → 1-(6-Bromo-7-(4-fluoro-benzyloxy)-2-benzothiazolyl)-3-ethyl-urea

HRID 9116
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HRID 9116 반응식
[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=2[C:3]=1[OH:17].C(=O)([O-])[O-].[K+].[K+].[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1>CN(C=O)C>[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH3:14])=[O:11])[S:8][C:4]=2[C:3]=1[O:17][CH2:29][C:28]1[CH:31]=[CH:32][C:25]([F:24])=[CH:26][CH:27]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 219855951-(6-Bromo-7-hydroxy-2-benzothiazolyl)-3-ethylurea

생성물 1

HCID 219856311-(6-Bromo-7-(4-fluoro-benzyloxy)-2-benzothiazolyl)-3-ethyl-urea수율 19%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  1. customwas reacted

출처 및 근거

ORD 기록
ord-6778be28994349a58c0ea43b72428dba
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07091227B2

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