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

HRID 1501346노트

반응식

HRID 1501346 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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-%).

후처리

  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)

출처 및 근거

ORD 기록
ord-6a9d5310699e40b09e87b81b59e507e5
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206185B2

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