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Water → 2-(Benzo[2,1,3]oxadiazol-5-yloxy)-nicotinic acid ethyl ester

HRID 350967
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HRID 350967 반응식
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1Cl)[CH3:2].[OH:13][C:14]1[CH:15]=[CH:16][C:17]2[C:18]([CH:22]=1)=[N:19][O:20][N:21]=2.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1[O:13][C:14]1[CH:15]=[CH:16][C:17]2=[N:21][O:20][N:19]=[C:18]2[CH:22]=1)[CH3:2]
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참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 2796614Ethyl chloronicotinateHCID 1354568365-Hydroxybenzofurazan

생성물 1

HCID 235293452-(Benzo[2,1,3]oxadiazol-5-yloxy)-nicotinic acid ethyl ester수율 26.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
90 °C

실험 절차

A mixture of 5.5 g (29.4 mmol.) 2-chloro nicotinic acid ethyl ester, 4.0 g (29.4 mmol.) 5-hydroxybenzofurazan and 20.1 g (61.7 mmol.) cesium carbonate in 125 ml dry dimethylforamide was heated at 90° C. for five days. The mixture was poured into water and extracted with ethyl acetate. The ethyl acetate extracts were combined, washed successively with sodium bicarbonate solution, water, brine then dried (Na2SO4) and concentrated in vacuo to give a solid. Recrystallization from diethyl ether/pentane gave 2.2 g (26%) solid.

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed successively with sodium bicarbonate solution, water, brine
  3. dry with materialthen dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customto give a solid
  6. customRecrystallization from diethyl ether/pentane

출처 및 근거

ORD 기록
ord-931a482587134672be1326ce3172d68f
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07183293B2

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