Acetic Anhydride → 2-Chloro-3-(2-nitroethenyl)pyridine

HRID 84959

반응식

HRID 84959 반응식
Cl[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[ClH:10].[CH2:11]([NH2:13])C.[OH-:14].[Na+].C(N(CC)CC)C.C(OC(=O)C)(=[O:25])C.C([O-])(O)=O.[Na+]>[N+](C)([O-])=O.C(O)C.CN(C)C1C=CN=CC=1>[Cl:10][C:2]1[C:3](/[CH:4]=[CH:11]/[N+:13]([O-:25])=[O:14])=[CH:6][CH:7]=[CH:8][N:9]=1

참가 물질

10

반응물 6

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11198Ethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 7376072-Chloro-3-pyridinecarboxaldehyde

생성물 1

HCID 866478022-Chloro-3-(2-nitroethenyl)pyridine

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 702Ethanol용매HCID 6375Nitromethane용매

실험 절차

To 2-chloronicotinaldehyde (2.8 g, 19.8 mmol) in nitromethane (6.1 g) was added ethylamine hydrochloride (100 mg, 1.2 mmol) and NaOH (25 mg) in ethanol (1.5 mL). The mixture was stirred for 1 hour and concentrated. The crude was dissolved in CH2Cl2 (30 mL) and treated with triethylamine (2.8 g, 28 mmol), 4-(dimethylamino)pyridine (20 mg) and acetic anhydride (2.0 g, 20 mmol) at 0° C. The mixture was stirred for 15 minutes and concentrated saturated NaHCO3(aq) was added, and the precipitates were collected to afford the title compound.

후처리

  1. concentrationconcentrated
  2. dissolutionThe crude was dissolved in CH2Cl2 (30 mL)
  3. stirringThe mixture was stirred for 15 minutes
  4. customthe precipitates were collected

출처 및 근거

ORD 기록
ord-0d7f2a7594ea4a23a28dd954e555d644
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846951B2

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