Sodium hydride → 1-(2-Pentynyl)-3-(4-chlorophenyl)-1,2,4-triazin-6-one

HRID 1726924

반응식

HRID 1726924 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11](=[O:14])[NH:10][N:9]=2)=[CH:4][CH:3]=1.[H-].[Na+].Cl[CH2:18][C:19]#[C:20][CH2:21][CH3:22]>CN(C=O)C>[CH2:18]([N:10]1[C:11](=[O:14])[CH:12]=[N:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[N:9]1)[C:19]#[C:20][CH2:21][CH3:22]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 897641-Chloro-2-pentyneHCID 202340913-(4-Chlorophenyl)-1,6-dihydro-1,2,4-triazin-6-one

생성물 1

HCID 689609761-(2-Pentynyl)-3-(4-chlorophenyl)-1,2,4-triazin-6-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The 0.4 g of 3-(4-chlorophenyl)-1,2,4-triazin-6-one (1.9 mmol) was placed in 10 mL of DMF and cooled in an ice bath. Sodium hydride (NaH) (0.8 g of 60% dispersion, 2 mmol) was added, and the reaction mixture was held for 15 minutes. Excess 1-chloro-2-pentyne was added, the bath was removed, and the reaction mixture was allowed to warm to room temperature. Water and ethyl acetate were added. The organic phase was washed with water and brine, dried over magnesium sulfate, filtered and stripped. The crude product was chromatographed on silica gel to give 0.05 g of 1-(2-pentynyl)-3-(4-chlorophenyl)-1,2,4-triazin-6-one.

후처리

  1. temperaturecooled in an ice bath
  2. customthe bath was removed
  3. additionWater and ethyl acetate were added
  4. washThe organic phase was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customThe crude product was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-e32c04f58e524b8791d4f73c5b57c329
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07494996B2

연결된 노트

불러오는 중…