Imidazole → [5-(1H-Imidazol-1-yl)-1-oxo-2,3-dihydro-1H-inden-2-yl]acetic acid

HRID 256145노트

반응식

HRID 256145 반응식
F[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH:6]([CH2:12][C:13]([OH:15])=[O:14])[CH2:5]2.C([O-])([O-])=O.[K+].[K+].[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1>N1C=CC=CC=1>[N:22]1([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:11])[CH:6]([CH2:12][C:13]([OH:15])=[O:14])[CH2:5]3)[CH:26]=[CH:25][N:24]=[CH:23]1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 10443021HCID 10443021, 화합물

생성물 1

HCID 13656050[5-(1H-Imidazol-1-yl)-1-oxo-2,3-dihydro-1H-inden-2-yl]acetic acid수율 39.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 3.3 g of 5-fluoro-2,3-dihydro-1-oxo-1H-indene-2-acetic acid [prepared by following the procedure of G. Cignarella, M. Loriga, G. A. Pinna, M. A. Pirisi, P. Schaitti, and D. Selva, Il Farmaco, Ed. Sci. 37(2), 133-40 (1981)], 2.2 g of anhydrous K2CO3, 1.65 g of imidazole, and 0.15 g of CuO in 15 ml of pyridine is heated to reflux for 24 hours. The reaction mixture is filtered, the filtrate is diluted with water, and the pH of the solution is adjusted to 5. The solid is filtered, washed with water, and crystallized from ethanol to yield 1.6 g of the product, 2,3-dihydro-5-(1H-imidazol -1-yl)-1-oxo-1H-indene-2 acetic acid, mp 224°-226° dec.

후처리

  1. customprepared
  2. temperatureto reflux for 24 hours
  3. filtrationThe reaction mixture is filtered
  4. additionthe filtrate is diluted with water
  5. filtrationThe solid is filtered
  6. washwashed with water
  7. customcrystallized from ethanol

출처 및 근거

ORD 기록
ord-3e0b3e6e5125470887c67e547a6fb303
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04701453

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