Ethanol → 6-Ethoxy-4,5-dimethylpyridazin-3-amine

HRID 1501348ノート

反応式

HRID 1501348 の反応式
Cl[C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10].[CH2:11]([O-:13])[CH3:12].[Na+].C(O)C>>[CH2:11]([O:13][C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10])[CH3:12]

参加物

4

反応物 3

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 69919433-Amino-6-chloro-4,5-dimethylpyridazine

生成物 1

HCID 867165186-Ethoxy-4,5-dimethylpyridazin-3-amine収率 50%

実験手順

6-Chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 500 mg, 3.17 mmol, 1.0 eq) and sodium ethanolate in ethanol (16 mL, 21 w/w-%, 53.9 mmol, 17 eq) were heated for 2 h to 130° C. in a single mode microwave oven. The reaction mixture was partitioned between DCM and water. The organic phase was washed with brine and dried with sodium sulfate. The resulting mixture was filtered through a Whatman filter and the volatile components were removed in vacuo. The crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1) to give 267 mg (50% yield) of the title compound.

後処理

  1. customThe reaction mixture was partitioned between DCM and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried with sodium sulfate
  4. filtrationThe resulting mixture was filtered through a Whatman
  5. filtrationfilter
  6. customthe volatile components were removed in vacuo
  7. customThe crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1)

出典と根拠

ORDレコード
ord-4bd2f3380f4e4e51a356f6fce355d5b8
出典データセット
uspto-grants-2015_12
特許番号
US09206185B2

反応ノート

読み込み中…