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

HRID 899388ノート

反応式

HRID 899388 の反応式
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1Cl)[CH3:2].[N:13]1[S:14][N:15]=[C:16]2[CH:21]=[C:20]([OH:22])[CH:19]=[CH:18][C:17]=12.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:22][C:20]1[CH:19]=[CH:18][C:17]2=[N:13][S:14][N:15]=[C:16]2[CH:21]=1)[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 27718862,1,3-Benzothiadiazol-5-olHCID 2796614Ethyl chloronicotinate

生成物 1

HCID 235293462-(Benzo[2,1,3]thiadiazol-5-yloxy)-nicotinic acid ethyl ester収率 82%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-chloro-nicotinic acid ethyl ester (0.516 g, 3 mmol), benzo-[2,1,3]-thiadiazol-5-ol (0.46 g, 3 mmol), and cesium carbonate (2.07 g, 6.3 mmol) was stirred in 40 ml N,N-dimethylformamide at 80° C. for 48 h. The dark orange mixture was cooled and poured into water (600 ml) and extracted with ethyl acetate. The combined organic layers were washed with water and brine, and dried over (Na2SO4). The mixture was concentrated in vacuo to give 0.74 g of a yellow solid (82% yield).

後処理

  1. temperatureThe dark orange mixture was cooled
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialdried over (Na2SO4)
  5. concentrationThe mixture was concentrated in vacuo

出典と根拠

ORDレコード
ord-f7b5b9ef9a334a48824fbad0b799446b
出典データセット
uspto-grants-2008_04
特許番号
US07354941B2

反応ノート

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