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Water → 7-Allyloxy-2-methyl-benzothiazole

HRID 366467
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HRID 366467 반응식
[OH: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.C([O-])([O-])=O.[K+].[K+].[CH2:18](Br)[CH:19]=[CH2:20].O>CN(C=O)C>[CH2:20]([O: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)[CH:19]=[CH2:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 232893082-Methylbenzo[d]thiazol-7-ol

생성물 1

HCID 232893417-Allyloxy-2-methyl-benzothiazole수율 71.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트
온도
50 °C

실험 절차

To 7-hydroxy-2-methylbenzothiazole (500 mg, 3.0 mmol) in DMF (3 mL) was added K2CO3 (459 mg, 3.32 mmol) followed by allyl bromide (287 uL, 3.32 mmol). The reaction was heated at about 50° C. for about 4 hours and then poured into water. The aqueous mixture was extracted with EtOAc, the combined organic layers were dried over Na2SO4, and the solvent then removed by rotary evaporation. The resulting oil crystallized on standing to give 7-allyloxy-2-methyl-benzothiazole as yellow crystals (440 mg, 71%); LSIMS m/z 206, m.p. 38-39° C.

후처리

  1. extractionThe aqueous mixture was extracted with EtOAc
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. customthe solvent then removed by rotary evaporation
  4. customThe resulting oil crystallized

출처 및 근거

ORD 기록
ord-9206c6099e3a436e85cd088984c81279
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06130217

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