Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate → HCID 178469631、化合物

HRID 429041ノート

反応式

HRID 429041 の反応式
C(O[C:4](=[O:20])[C:5](=[CH:11][NH:12][C:13]1[N:17]([CH2:18][CH3:19])[N:16]=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:18]([N:17]1[C:13]2=[N:12][CH:11]=[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:4]([OH:20])=[C:14]2[CH:15]=[N:16]1)[CH3:19]

参加物

3

反応物 1

HCID 12845080Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate

生成物 1

HCID 178469631HCID 178469631、化合物

試薬・触媒・溶媒 1

HCID 7583Diphenyl Ether溶媒

実験手順

(1-Ethylpyrazol-5-ylamino)methylenemalonate diethyl ester (180 mmol from previous reaction) was dissolved in diphenyl ether (200 mL), and the resulting solution was placed in a preheated oil bath at 255° C. The reaction solution was heated for 5 h, and then the diphenyl ether was removed via distillation. The resulting brown reaction mixture was cooled to room temperature and poured into hexane (1 L). This solution was cooled to −78° C., and the resulting precipitate was filtered to afforded the title compound as a beige colored needle shaped solid that was >90% pure by HPLC and was used directly (25 g, 60% for 2 steps). A portion was recrystallized using ethanol-H2O to afford a white solid: mp 85-86° C.; LRMS (m/z) 236 (MH+).

後処理

  1. customthe resulting solution was placed in a preheated oil bath at 255° C
  2. temperatureThe reaction solution was heated for 5 h
  3. customthe diphenyl ether was removed via distillation
  4. additionpoured into hexane (1 L)
  5. temperatureThis solution was cooled to −78° C.
  6. filtrationthe resulting precipitate was filtered

出典と根拠

ORDレコード
ord-20ed4f19d2ae43e7b06db0139f57f2f1
出典データセット
uspto-grants-2001_11
特許番号
US06316438B1

反応ノート

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