Thionyl Chloride → 2-(CYCLOPROPYLAMINO)-3-PYRIDINECARBONYL CHLORIDE

HRID 1840629ノート

反応式

HRID 1840629 の反応式
S(Cl)([Cl:3])=O.[CH:5]1([NH:8][C:9]2[C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:7][CH2:6]1>C(#N)C>[CH:5]1([NH:8][C:9]2[C:14]([C:15]([Cl:3])=[O:17])=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:7][CH2:6]1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 100351632-CYCLOPROPYLAMINONICOTINIC ACID

生成物 1

HCID 103754462-(CYCLOPROPYLAMINO)-3-PYRIDINECARBONYL CHLORIDE

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Thionyl chloride (25 ml, 40.8 g, 0.343 mol) was charged in a thin stream to 9.00 g, 0.048 mol, of 2-(cyclopropylamino)-3-pyridine carboxylic acid from Example 2 in acetonitrile. The mixture was heated at reflux temperature for 30 minutes. The mixture was allowed to cool and the thionyl chloride was distilled off at 40° C./23 in. Hg until the pot contents became thick. Toluene (25 ml) was added and distillation of thionyl chloride and toluene at 40° C. was continued until about one-half of the liquid was distilled. The remaining solution was allowed to cool and stirred to promote crystallization. Heptane (25 ml) was added to the mixture with stirring and the mixture filtered under a nitrogen atmosphere to obtain the title compound.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux temperature for 30 minutes
  3. temperatureto cool
  4. distillationthe thionyl chloride was distilled off at 40° C./23 in
  5. additionToluene (25 ml) was added
  6. distillationdistillation of thionyl chloride and toluene at 40° C.
  7. distillationwas distilled
  8. temperatureto cool
  9. customcrystallization
  10. additionHeptane (25 ml) was added to the mixture
  11. stirringwith stirring
  12. filtrationthe mixture filtered under a nitrogen atmosphere

出典と根拠

ORDレコード
ord-781b933a8cb74dc08223ac9719a5cea8
出典データセット
uspto-grants-2004_01
特許番号
US06680383B1

反応ノート

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