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Benzoyl Peroxide → 2-(Bromomethyl)-7-chloro-1,3-benzothiazole

HRID 722107
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HRID 722107 반응식
[Cl:1][C:2]1[C:10]2[S:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:11][C:8]1[S:9][C:10]2[C:2]([Cl:1])=[CH:3][CH:4]=[CH:5][C:6]=2[N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 105836107-Chloro-2-methylbenzothiazole

생성물 1

HCID 218828992-(Bromomethyl)-7-chloro-1,3-benzothiazole

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 7-chloro-2-methyl-benzothiazole (1.00 g, 5.45 mmol), N-bromosuccinimide (1.26 g, 7.08 mmol), benzoyl peroxide (0.1 g), and CCl4 (10 mL was heated to reflux under irradiation of a UV lamp for 14 h. The reaction mixture was cooled and filtered to remove the succinimide formed in the reaction, and the filtrate was evaporated to dryness. The resulting solid was purified by flash chromatography to give the title lamp (400 mg, 1.5 mmol). 1H-NMR (CDCl3): δ 7.94 (d, 1H), 7.47 (t, 1H), 7.42 (d, 1H), 4.82 (s, 2H, CH2). HPLC Rt: 7.19 min.

후처리

  1. temperaturewas heated
  2. temperatureto reflux under irradiation of a UV lamp for 14 h
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. customto remove the succinimide
  6. customformed in the reaction
  7. customthe filtrate was evaporated to dryness
  8. customThe resulting solid was purified by flash chromatography
  9. customto give the title lamp (400 mg, 1.5 mmol)

출처 및 근거

ORD 기록
ord-a139d2f85fc1428581b4d72518d71dd6
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07138401B2

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