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Potassium Carbonate → 2,5-Dichloropyridine-4-carbonitrile

HRID 637791
ノート
印刷プレビュー

反応式

HRID 637791 の反応式
O=P(Cl)(Cl)Cl.[Cl:6][C:7]1[CH:12]=[C:11]([CH:13]=[N:14]O)[C:10]([Cl:16])=[CH:9][N:8]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Cl:6][C:7]1[CH:12]=[C:11]([C:13]#[N:14])[C:10]([Cl:16])=[CH:9][N:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 1363872824-Pyridinecarboxaldehyde, 2,5-dichloro-, oxime

生成物 1

HCID 135602102,5-Dichloropyridine-4-carbonitrile収率 77.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To 100 ml of acetonitrile was added 24.5 g of POCl3, followed by 27.1 g of 2,5-dichloro-4-pyridinecarboxaldehyde oxime (prepared as described in Example 4). The reaction mixture was heated at reflux temperature for 1 hour, then cooled and poured onto 300 g of ice. The pH of the mixture was adjusted to about pH 6 with K2CO3 and filtered. The filtrate was extracted with 100 ml of CH2Cl2. The filter cake and the CH2Cl2 solution were combined, diluted with equal volumes of hexane, treated with charcoal, dried, and concentrated. The residue was purified by distillation on a Kugelrohr distillation apparatus (boiling point 80° C. at 0.2 mm pressure) to give 19.0 g (77%) of the desired 2,5-dichloro-4-pyridinecarbonitrile as a white solid, m.p. 58°-60° C.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature for 1 hour
  3. temperaturecooled
  4. filtrationfiltered
  5. extractionThe filtrate was extracted with 100 ml of CH2Cl2
  6. additiondiluted with equal volumes of hexane
  7. additiontreated with charcoal
  8. customdried
  9. concentrationconcentrated
  10. distillationThe residue was purified by distillation on a Kugelrohr distillation apparatus (boiling point 80° C. at 0.2 mm pressure)

出典と根拠

ORDレコード
ord-ce726209030f425f86002d234f826cb2
出典データセット
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04558134

反応ノート

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