Hydrazine → HCID 57917192, 화합물

HRID 2093623노트

반응식

HRID 2093623 반응식
[OH:1][C:2]1[C:9]([N+:10]([O-])=O)=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH3:13].NN>CO.O.O.O.O.O.O.[Fe](Cl)Cl>[NH2:10][C:9]1[CH:8]=[C:5]([CH:4]=[C:3]([CH3:13])[C:2]=1[OH:1])[C:6]#[N:7]

참가 물질

5

반응물 2

HCID 9321HydrazineHCID 67141374HCID 67141374, 화합물

생성물 1

HCID 57917192HCID 57917192, 화합물수율 96.4%

시약·촉매·용매 2

HCID 129819097HCID 129819097, 화합물촉매HCID 887Methanol용매

반응 조건

온도
70 °C

실험 절차

Iron chloride hexahydrate (9.6 mg), 4-hydroxy-3-methyl-5-nitrobenzonitrile (126 mg), and 77 mg of activated carbon were suspended in 5 ml of methanol and heated under N2 at 70° C. for 10 min. Hydrazine (0.11 ml) was then added slowly and the mixture was stirred for 2 h at 70° C. The mixture was then cooled to room temperature and filtered through a plug of Celite, eluting with methanol. The eluent was concentrated in vacuo and the residue was purified on a 2×1500 micron preparative TLC plate, eluting with ethyl acetate (Rf=0.24), to provide 101 mg (96%) of the title compound. Mass spectrum (ESI) 150.1 (M+1). 1H NMR (500 MHz, CDCl3): □ 6.93 (s, 1H), 6.91 (s, 1H), 5.21 (bs, 1H), 3.76 (bs, 2H), 2.42 (s, 3H).

후처리

  1. temperatureThe mixture was then cooled to room temperature
  2. filtrationfiltered through a plug of Celite
  3. washeluting with methanol
  4. concentrationThe eluent was concentrated in vacuo
  5. customthe residue was purified on a 2×1500 micron preparative TLC plate
  6. washeluting with ethyl acetate (Rf=0.24)

출처 및 근거

ORD 기록
ord-3091d5a3db804dd2b8ed91cb4dc4cd0a
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445480B2

반응 노트

불러오는 중…