Sodium methanethiolate → 4,5-Dimethyl-6-(methylthio)pyridazin-3-amine

HRID 1501346ノート

反応式

HRID 1501346 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].[CH3:11][S-:12].[Na+]>C(O)C>[CH3:9][C:4]1[C:3]([CH3:10])=[C:2]([S:12][CH3:11])[N:7]=[N:6][C:5]=1[NH2:8]

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 69919433-Amino-6-chloro-4,5-dimethylpyridazine

生成物 1

HCID 717426864,5-Dimethyl-6-(methylthio)pyridazin-3-amine収率 42.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

6-Chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 400 mg, 2.54 mmol, 1.0 eq) and sodium methanethiolate (196 mg, 2.79 mmol, 1.1 eq) in 10.4 mL ethanol were heated for 1 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; 50 g SNAP cartridge: DCM/ethanol 95/5→DCM/ethanol 4/1) to give 182 mg (21% yield) of the title compound in 50% purity (UPLC, area-%).

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; 50 g SNAP cartridge: DCM/ethanol 95/5→DCM/ethanol 4/1)

出典と根拠

ORDレコード
ord-6a9d5310699e40b09e87b81b59e507e5
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…