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Methylhydrazine → 4-[(Aminooxy)methyl]-2-(hex-1-yn-1-yl)-1,3-thiazole

HRID 2039683
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HRID 2039683 반응식
[C:1]([C:7]1[S:8][CH:9]=[C:10]([CH2:12][O:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)[N:11]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH3:6].CNN>O1CCCC1>[NH2:14][O:13][CH2:12][C:10]1[N:11]=[C:7]([C:1]#[C:2][CH2:3][CH2:4][CH2:5][CH3:6])[S:8][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 674260462-{[2-(hex-1-yn-1-yl)-1,3-thiazol-4-yl]methoxy}-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 674252094-[(Aminooxy)methyl]-2-(hex-1-yn-1-yl)-1,3-thiazole수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-{[2-(hex-1-yn-1-yl)-1,3-thiazol-4-yl]methoxy}-1H-isoindole-1,3(2H)-dione (13.6 g, 40.1 mmol) in tetrahydrofuran (250 mL) was added methylhydrazine (3.69 g, 80.1 mmol) dropwise. After stirring 20 h at room temperature, the reaction mixture was concentrated in vacuo, diluted with ethyl acetate, washed with water and the organic layer drid (MgSO4) and concentrated in vacuo. Purification on silica gel afforded 4-[(aminooxy)methyl]-2-(hex-1-yn-1-yl)-1,3-thiazole as a colourless oil [8.15 g, yield 94%; HPLC/MS: m/z=211 (M+H); log P(HCOOH)=1.76].

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후처리

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. additiondiluted with ethyl acetate
  3. washwashed with water
  4. concentrationthe organic layer drid (MgSO4) and concentrated in vacuo
  5. customPurification on silica gel

출처 및 근거

ORD 기록
ord-24cda93e0fd5435eb71832abb805a278
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08580799B2

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