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Water → 2-Chloro-N-(6-methyl-pyridin-3-yl)-acetamide

HRID 2192298
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HRID 2192298 반응식
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:16][CH2:17][C:18](Cl)=[O:19].O>C1COCC1>[Cl:16][CH2:17][C:18]([NH:8][C:5]1[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=1)=[O:19]
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참가 물질

6

반응물 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 2433135-Amino-2-methylpyridine

생성물 1

HCID 670280112-Chloro-N-(6-methyl-pyridin-3-yl)-acetamide수율 41%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-60 °C

실험 절차

A mixture of 6-methylpyridin-3-amine (1 g) and triethylamine (2.2 mL) in dry THF (20 mL) was stirred and cooled to −60° C. 2-Chloroacetyl chloride (1.567 g) was added via syringe to the stirred mixture forming a yellow suspension. The mixture was stirred at −60° C. until analysis showed complete disappearance of starting material. The reaction slurry was poured into water and the products extracted with ethyl acetate (2×150 ml). The combined organic extracts were dried over magnesium sulphate and concentrated to dryness. The crude brown solid was recrystallised from ether to afford the subtitled compound (700 mg).

후처리

  1. customforming a yellow suspension
  2. stirringThe mixture was stirred at −60° C. until analysis
  3. extractionthe products extracted with ethyl acetate (2×150 ml)
  4. dry with materialThe combined organic extracts were dried over magnesium sulphate
  5. concentrationconcentrated to dryness
  6. customThe crude brown solid was recrystallised from ether

출처 및 근거

ORD 기록
ord-347f5e37863c4d1eb26ac1a9c9c7e9dd
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329729B2

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