3-Methoxyaniline → 4-Carbamoyl-1-(3-methoxyphenyl)pyridinium chloride

HRID 964005ノート

反応式

HRID 964005 の反応式
[Cl-:1].[C:2]([C:5]1[CH:10]=[CH:9][N+:8]([C:11]2[CH:16]=[CH:15][C:14]([N+]([O-])=O)=[CH:13][C:12]=2[N+]([O-])=O)=[CH:7][CH:6]=1)(=[O:4])[NH2:3].[CH3:23][O:24]C1C=C(C=CC=1)N>CO>[Cl-:1].[C:2]([C:5]1[CH:10]=[CH:9][N+:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:24][CH3:23])[CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])[NH2:3]

参加物

4

反応物 2

HCID 108243-MethoxyanilineHCID 106160034-Carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride

生成物 1

HCID 106116954-Carbamoyl-1-(3-methoxyphenyl)pyridinium chloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-carbamoyl-1-(2,4-dinitrophenyl)-pyridinium chloride (43.2 g, prepared in a similar manner to that described in Example 2), 3-methoxyaniline (34 g) and methanol (1500 ml) was stirred at ambient temperature for 16 hours. The mixture was then warmed at 40° C. for 30 minutes, and stirring was continued for 2 hours at ambient temperature, then the solvent was removed in vacuo. Ether was added to the resulting oily solid and the solid collected by filtration. The solid was triturated in hot 2-propanol (11), collected by filtration and dried. The solid was triturated in hot acetone, collected by filtration and dried to give 4-carbamoyl-1-(3-methoxyphenyl)pyridinium chloride as a beige solid (32.4 g), m.p. 272° C. (dec).

後処理

  1. customprepared in a similar manner to that
  2. temperatureThe mixture was then warmed at 40° C. for 30 minutes
  3. stirringstirring
  4. waitwas continued for 2 hours at ambient temperature
  5. customthe solvent was removed in vacuo
  6. additionEther was added to the resulting oily solid
  7. filtrationthe solid collected by filtration
  8. customThe solid was triturated in hot 2-propanol (11)
  9. filtrationcollected by filtration
  10. customdried
  11. customThe solid was triturated in hot acetone
  12. filtrationcollected by filtration
  13. customdried

出典と根拠

ORDレコード
ord-313f107eeaaa401f9018feb983532eb0
出典データセット
uspto-grants-1998_06
特許番号
US05767116

反応ノート

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