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Bromine → 7-(Hydroxymethyl)-N-mesityl-1,3-benzothiazol-2-amine

HRID 2235523
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인쇄 미리보기

반응식

HRID 2235523 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH:12][C:13]2[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=2[CH3:21])=[S:11])[CH:6]=[CH:7][CH:8]=1.BrBr>C(O)(=O)C>[OH:1][CH2:2][C:3]1[C:4]2[S:11][C:10]([NH:12][C:13]3[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=3[CH3:21])=[N:9][C:5]=2[CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24408BromineHCID 860491161-(3-Hydroxymethylphenyl)-3-mesitylthiourea

생성물 1

HCID 860491207-(Hydroxymethyl)-N-mesityl-1,3-benzothiazol-2-amine

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To 0.25 g (0.83 mmol) of 1-(3-hydroxymethylphenyl)-3-mesitylthiourea in 5 mL of glacial acetic acid was added 47 μL (0.91 mmol) of bromine. The reaction was stirred for 5 min and concentrated in vacuo to give the title compound and its regioisomer as their O-acetates. The mixture was stirred in methanol over potassium carbonate for 1 h. The mixture was concentrated in vacuo, slurried in dichloromethane and filtered. The filtrate was concentrated and purified by flash chromatography eluting with a 33-66% ethyl acetate/hexanes gradient mixture to give 0.070 g (28%) of the title compound as a white solid.

후처리

  1. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-558383eb01ce4c44aac922625d02fc42
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07714009B2

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