N-Methylbutylamine → 4-[[(N-methyl-N-butylamino)methylene]amino]-3-pyridinol

HRID 399388

反応式

HRID 399388 の反応式
[CH3:1][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:3].CN[CH2:15][CH2:16][CH2:17]C.S([O-])([O-])(=O)=O.[NH4+].[NH4+]>C1(C)C=CC=CC=1>[CH3:3][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH2:1][CH2:15][CH2:16][CH3:17]

参加物

5

反応物 3

HCID 8068N-MethylbutylamineHCID 6097028Ammonium SulfateHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

生成物 1

HCID 153809364-[[(N-methyl-N-butylamino)methylene]amino]-3-pyridinol収率 64.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4-[[(dimethylamino)methylene]amino]-3-pyridinol (7.50 g), N-methylbutylamine (8.10 g), ammonium sulfate (0.600 g), and anhydrous toluene (25 mL) was heated at reflux under nitrogen for 2.25 hours. The solution was concentrated under reduced pressure and the crude product chromatographed on silica gel (10% methanol in dichloromethane) to afford 6.04 g of solid. Recrystallization from ethyl acetate/hexanes afforded 3.90 g of a crystalline material, m.p. 83°-85° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 2.25 hours
  3. concentrationThe solution was concentrated under reduced pressure
  4. customthe crude product chromatographed on silica gel (10% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-f92cdec8dc224a42b345b4178a8b31c1
出典データセット
uspto-grants-1998_10
特許番号
US05821239

関連ノート

読み込み中…