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Methyl iodide → 6-Chloro-4-methylamino-3-nitro-pyridine-2-carbonitrile

HRID 912495
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인쇄 미리보기

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HRID 912495 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]#[N:10])[C:3]=1[N+:11]([O-:13])=[O:12].[C:14](=O)([O-])[O-].[K+].[K+].IC>C(#N)C.C(OCC)(=O)C>[CH3:14][NH:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]#[N:10])[C:3]=1[N+:11]([O-:13])=[O:12]
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참가 물질

6

반응물 3

HCID 6328Methyl iodide2회HCID 11430Potassium CarbonateHCID 552704134-Amino-6-chloro-3-nitropicolinonitrile

생성물 1

HCID 576575586-Chloro-4-methylamino-3-nitro-pyridine-2-carbonitrile수율 97.1%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 8857
Ethyl Acetate
용매

반응 조건

온도
80 °C

실험 절차

A stirred mixture of 4-amino-6-chloro-3-nitro-pyridine-2-carbonitrile (12.5 g), potassium carbonate (17.4 g) and iodomethane (22.5 g) in acetonitrile (150 ml) was heated at 80° C. for 3 hours. At this point, another portion of iodomethane (22.5 g) was added; the mixture was heated with stirring for another 2 hours. The mixture was then diluted with ethyl acetate (500 ml) and washed with water (150 ml). The organic layer was then dried over sodium sulphate, solvent removed under reduced pressure to give expected product 4-methylamino-6-chloro-3-nitro-pyridine-2-carbonitrile (13 g).

후처리

  1. temperaturethe mixture was heated
  2. washwashed with water (150 ml)
  3. dry with materialThe organic layer was then dried over sodium sulphate, solvent
  4. customremoved under reduced pressure

출처 및 근거

ORD 기록
ord-bae34a17d25042a18d2ed1826e0f858b
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026236B2

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