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Sodium hydride → HCID 59184717, 화합물

HRID 426135
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HRID 426135 반응식
Cl[C:2]1[C:7]([CH2:8][CH3:9])=[C:6]([O:10][CH3:11])[N:5]=[C:4]([O:12][CH3:13])[N:3]=1.[Cl:14][C:15]1[CH:16]=[C:17]([CH2:22][C:23]#[N:24])[CH:18]=[C:19]([Cl:21])[CH:20]=1.[H-].[Na+].[Cl-].[NH4+]>CN(C=O)C>[Cl:14][C:15]1[CH:16]=[C:17]([CH:22]([C:2]2[C:7]([CH2:8][CH3:9])=[C:6]([O:10][CH3:11])[N:5]=[C:4]([O:12][CH3:13])[N:3]=2)[C:23]#[N:24])[CH:18]=[C:19]([Cl:21])[CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 126899782-(3,5-Dichlorophenyl)acetonitrileHCID 14135533HCID 14135533, 화합물

생성물 1

HCID 59184717HCID 59184717, 화합물수율 85.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred mixture of 4-Chloro-5-ethyl-2,6-dimethoxy-pyrimidine (1.42 g, 7 mmol) and (3,5-Dichloro-phenyl)-acetonitrile (1.3 g, 7 mmol) in anhydrous DMF (14 ml) at 0° C. (ice bath) under nitrogen atmosphere, was portionwise added 60% sodium hydride (616 mg, 15.44 mmol). After stirring for 1 hr., the mixture was further stirred at room temperature for 18 hr. The mixture was then neutralized with aqueous saturated ammonium chloride solution and the crude product was extracted with ethyl acetate and purified by silica gel column chromatography (eluent, EA:hexanes (1:10)) to afford 2.1 g (85%) of the title compound as a white solid. m.p. 121-122° C.; 1H NMR (200 MHz, CDCl3) δ 1.03 (3H, t, J=7.4 Hz), 2.03-2.57 (2H, m), 3.98 (6H, s), 5.23 (1H, s), 7.33 (3H, s).

후처리

  1. stirring, the mixture was further stirred at room temperature for 18 hr
  2. extractionthe crude product was extracted with ethyl acetate
  3. custompurified by silica gel column chromatography (eluent, EA:hexanes (1:10))

출처 및 근거

ORD 기록
ord-1bc9920bc96848e48480d3aad118821b
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08106064B2

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