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Cyanuric chloride → 1,3-Diphenyl-1H-pyrazole-4-carbaldehyde

HRID 1929329
ノート
印刷プレビュー

反応式

HRID 1929329 の反応式
ClC1N=C(Cl)N=C(Cl)N=1.N1C=C[CH:13]=NN=1.[C:16]1([NH:22][N:23]=[C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH3:25])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:32]([O-:35])([O-])=O.[Na+].[Na+]>CN(C=O)C>[C:16]1([N:22]2[CH:13]=[C:25]([CH:32]=[O:35])[C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[N:23]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7954Cyanuric chlorideHCID 10340Sodium CarbonateHCID 1230471,2,3-TriazineHCID 1363721-Phenyl-2-(1-phenylethylidene)-hydrazine

生成物 1

HCID 5558201,3-Diphenyl-1H-pyrazole-4-carbaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
25 °C

実験手順

2,4,6-Trichloro[1,3,5]triazine (1.83 g, 10.0 mmol) is added to DMF (2 mL), and maintained at 25° C. After the formation of a white solid, the reaction is monitored (TLC) until complete disappearance of the triazine. 1-Phenyl-2-(1-phenylethylidene)-hydrazine (1.0 g, 5.0 mmol) in DMF (15 mL) is added. After the addition, the mixture is then stirred at room temperature and monitored for completion (TLC) after which a 15% solution of Na2CO3 (20 mL) is added. The organic phase is extracted twice with 15 mL of diethyl ether. The organic layer is then dried (Na2SO4) and the solvent is removed in vacuo to afford the desired product. Yields of approximately 1.12 g (90%) of this product can be expected when the reaction is conducted on this scale. Mp 145° C.

後処理

  1. additionAfter the addition
  2. additionis added
  3. extractionThe organic phase is extracted twice with 15 mL of diethyl ether
  4. dry with materialThe organic layer is then dried (Na2SO4)
  5. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-77c6f48336a9471a94afc1c9e17ff54d
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08188080B2

反応ノート

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