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Piperidine → HCID 66892646, 화합물

HRID 1028242
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HRID 1028242 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([CH2:13][C:14]#[N:15])[C:3]=1[C:16]#[N:17].[CH3:18][O:19][C:20]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[C:21]=1[CH:22]=O.N1CCCCC1>C1(C)C=CC=CC=1>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([C:14]#[N:15])=[CH:22][C:21]2[C:24]([O:28][CH3:29])=[CH:25][CH:26]=[CH:27][C:20]=2[O:19][CH3:18])[C:3]=1[C:16]#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 815855-Amino-4-cyano-1-phenyl-1H-pyrazole-3-acetonitrileHCID 964042,6-Dimethoxybenzaldehyde

생성물 1

HCID 66892646HCID 66892646, 화합물수율 37.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1 g (4.48 mmol) of 5-amino-4-cyano-1-phenyl-3-pyrazoleacetonitrile is suspended in 15 mL of toluene, in a round-bottomed flask, under an argon atmosphere, surmonted by a Dean and Stark apparatus. 0.744 g (1 eq.) of 2,6-dimethoxybenzaldehyde and 0.030 mL of piperidine are added to the mixture. The reaction medium is refluxed overnight, and is then allowed to return to ambient temperature. A whitish precipitate forms and is filtered off and washed with toluene. The filtrate is concentrated to dryness and the residue is taken up in ethanol with agitation for 15 minutes. The suspension is filtered and the filtrate is concentrated to dryness. The residue is combined with the precipitate previously obtained, and purified on silica gel (eluent: 98/2 dichloromethane/methanol). 619 mg of product are thus obtained with a yield of 37%.

후처리

  1. temperatureThe reaction medium is refluxed overnight
  2. customto return to ambient temperature
  3. filtrationA whitish precipitate forms and is filtered off
  4. washwashed with toluene
  5. concentrationThe filtrate is concentrated to dryness
  6. filtrationThe suspension is filtered
  7. concentrationthe filtrate is concentrated to dryness
  8. custompreviously obtained
  9. custompurified on silica gel (eluent: 98/2 dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-dd9a567cb7214b66a88df72963445129
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735445B2

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