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Ammonium Acetate → 5-methyl-2-oxo-1H-1,6-naphthyridine-3-carbonitrile

HRID 637966
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반응식

HRID 637966 반응식
[C:1]([O-])(=O)C.[NH4+].C[N:7]([CH3:19])[CH:8]=[CH:9][C:10]1[NH:15][C:14](=[O:16])[C:13]([C:17]#[N:18])=[CH:12][CH:11]=1>CN(C)C=O>[CH3:1][C:19]1[N:7]=[CH:8][CH:9]=[C:10]2[C:11]=1[CH:12]=[C:13]([C:17]#[N:18])[C:14](=[O:16])[NH:15]2
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참가 물질

4

반응물 2

HCID 517165Ammonium Acetate2회HCID 541748101,2-Dihydro-6-(2-dimethylaminoethenyl)-2-oxo-3-pyridinecarbonitrile

생성물 1

HCID 57130685-methyl-2-oxo-1H-1,6-naphthyridine-3-carbonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
5 °C

실험 절차

The above preparation was also carried out using ammonium acetate in place of formamidine acetate as follows: A mixture containing 1.305 kg of 1,2-dihydro-6-(2-dimethylaminoethenyl)-2-oxo-3-pyridinecarbonitrile, 9 liters of dimethylformamide and 915 g of ammonium acetate was refluxed for five hours. The reaction suspension was cooled to 5° C. for three hours and the precipitated product was collected, washed twice with cold 60/40 by volume of dimethylformamide/water, twice with cold ethanol, once with ether and dried to yield 826 g of 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carbonitrile, m.p. 275°-277° C.

후처리

  1. customThe above preparation
  2. temperaturewas refluxed for five hours
  3. customthe precipitated product was collected
  4. washwashed twice with cold 60/40 by volume of dimethylformamide/water, twice with cold ethanol, once with ether
  5. customdried

출처 및 근거

ORD 기록
ord-4269c3c9dbc64085af60cb8211b17651
출처 데이터셋
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04559347

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