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

HRID 361328

반응식

HRID 361328 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-6e22c930eead4c0796553d715110e389
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866565

연결된 노트

불러오는 중…