N,N-dimethyl-2-Furanmethanamine → N-[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-1-methyl-3-[(methylsulphonyl)methyl]-1H-1,2,4-triazol-5-amine

HRID 652109노트

반응식

HRID 652109 반응식
[CH3:1][N:2]([C:11](SC)=[N:12][C:13](=O)[CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])[N:3]=CC1C=CC=CC=1.[CH3:22][N:23]([CH3:30])[CH2:24][C:25]1[O:26][CH:27]=[CH:28][CH:29]=1>C(#N)C>[CH3:22][N:23]([CH2:24][C:25]1[O:26][C:27]([CH2:18][S:15][CH2:14][CH2:13][NH:12][C:11]2[N:2]([CH3:1])[N:3]=[C:13]([CH2:14][S:15]([CH3:18])(=[O:16])=[O:17])[N:12]=2)=[CH:28][CH:29]=1)[CH3:30]

참가 물질

4

반응물 2

HCID 84478N,N-dimethyl-2-FuranmethanamineHCID 70434558HCID 70434558, 화합물

생성물 1

HCID 20199141N-[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-1-methyl-3-[(methylsulphonyl)methyl]-1H-1,2,4-triazol-5-amine수율 135.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

Methyl 1-methyl-N-[(methylsulphonyl)acetyl]-2-(phenylmethylene)hydrazinecarboximidothioate (1.05 g) and 5-[[2-aminoethyl)thio]methyl]-N,N-dimethylfuranmethanamine (0.85 g)in acetonitrile (3 ml) were heated on a steam bath at atmospheric pressure for 5 minutes then under water vacuum for 10 minutes. The oily residue was dissolved in acetonitrile (3 ml) and the solution re-evaporated under water vacuum. The oily residue was dissolved in 2N hydrochloric acid (3 ml) and 5N hydrochloric acid (4 ml) added to the solution. The solution was heated on a steam bath for 15 minutes and after cooling to room temperature, water (10 ml) was added and the oily suspension extracted with ethyl acetate. The aqueous phase was basified with sodium carbonate and the oily suspension extracted with ethyl acetate to yield an oil (0.84 g). This was chromatographed (using solvent system D) to give the title compound (0.78 g) as an oil. T.l.c. System D, Rf 0.5.

후처리

  1. customthe solution re-evaporated under water vacuum
  2. dissolutionThe oily residue was dissolved in 2N hydrochloric acid (3 ml)
  3. addition5N hydrochloric acid (4 ml) added to the solution
  4. temperatureThe solution was heated on a steam bath for 15 minutes
  5. additionwater (10 ml) was added
  6. extractionthe oily suspension extracted with ethyl acetate
  7. extractionthe oily suspension extracted with ethyl acetate

출처 및 근거

ORD 기록
ord-5aa710dd1dd7493a801e0d6426adbcce
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670448

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