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

HRID 350970노트

반응식

HRID 350970 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].[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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 hours. 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 (Na2SO4). The mixture was concentrated in vacuo to give 0.74 g yellow solid (82% yield).

후처리

  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 (Na2SO4)
  5. concentrationThe mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-1d650088cab04d398cb460254b95b7db
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183293B2

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