N-Hydroxyacetamidine → HCID 59649723, 화합물

HRID 2426117노트

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HRID 2426117 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:8]([OH:10])=O.O.ON1C2C=CC=CC=2N=N1.[C:26](=[N:29]O)([NH2:28])[CH3:27]>>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:8]2[O:10][N:29]=[C:26]([CH3:27])[N:28]=2)[CH:11]=[CH:12][C:13]=1[CH3:14]

참가 물질

4

반응물 3

HCID 30926N-HydroxyacetamidineHCID 27960291-Hydroxybenzotriazole hydrateHCID 596497153-(Methoxymethoxy)-4-methylbenzoic acid

생성물 1

HCID 59649723HCID 59649723, 화합물

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온도
140 °C

실험 절차

A mixture of 3-methoxymethoxy-4-methyl-benzoic acid (1.96 g, 10 mmol), 1-(3-dimethyl-aminopropyl-3-ethylcarbodiimide (1.92 g, 10 mmol, Aldrich), and 1-hydroxybenzotriazole hydrate (1.5 g, 10 mmol, Aldrich) was stirred at room temperature for 30 minutes. Acetamide oxime (0.74 g, 10 mmol) (GFS Chemicals) was added and the mixture heated at 140° C. with magnetic stirring for 2 hours. After cooling, the mixture was partitioned between ethyl acetate (2×100 mL) and saturated aqueous sodium bicarbonate solution (100 mL). Ethyl acetate solutions were combined and concentrated to give crude 5-(3-methoxymethoxy-4-methyl-phenyl)-3-methyl-[1,2,4]oxadiazole. (Yield 1.23 g, 52.5%).

후처리

  1. temperatureAfter cooling
  2. customthe mixture was partitioned between ethyl acetate (2×100 mL) and saturated aqueous sodium bicarbonate solution (100 mL)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9a23cf6488934284af6a934364ffb6fe
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968554B2

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