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

HRID 399388

반응식

HRID 399388 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f92cdec8dc224a42b345b4178a8b31c1
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821239

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