3-Chloropropane-1-sulfonamide → 3-Chloro-6[(3-sulfamoylpropyl)thio]imidazo[1,2-b]pyridazine

HRID 465944

반응식

HRID 465944 반응식
Cl[CH2:2][CH2:3][CH2:4][S:5]([NH2:8])(=[O:7])=[O:6].[SH2:9].[K].C(O)C.C[O-].[Na+].CO.[Cl:19][C:20]1[N:24]2[N:25]=[C:26](Cl)[CH:27]=[CH:28][C:23]2=[N:22][CH:21]=1>CO>[Cl:19][C:20]1[N:24]2[N:25]=[C:26]([S:9][CH2:2][CH2:3][CH2:4][S:5](=[O:7])(=[O:6])[NH2:8])[CH:27]=[CH:28][C:23]2=[N:22][CH:21]=1

참가 물질

6

반응물 4

HCID 136148183-Chloropropane-1-sulfonamideHCID 152710143,6-Dichloroimidazo[1,2-b]pyridazineHCID 23694274Sodium methanolate methanolHCID 86746192Potassium hydrogensulfide ethanol

생성물 1

HCID 104479033-Chloro-6[(3-sulfamoylpropyl)thio]imidazo[1,2-b]pyridazine

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
70 °C

실험 절차

To a solution of 1.57 g of 3-chloro-1-propanesulfonamide in 20 ml of methanol was added 20ml of 2N-potassium hydrogensulfide-ethanol solution, followed by heating at 70° C. for 50 minutes. Then, 1.48 g of 28% sodium methoxide-methanol solution and 1.32g of 3,6-dichloroimidazo[1,2-b]pyridazine were added to the reaction mixture and refluxed at 100° C. for 3 hours. The mixture was concentrated under reduced pressure, and to the residue was added 20 ml of water, which was adjusted to pH 7.0 with 1N-hydrochloric acid. The precipitated crystals were collected by filtration and recrystallized from methanol and ethyl ether to obtain 1.12 g of the title compound.

후처리

  1. temperaturerefluxed at 100° C. for 3 hours
  2. concentrationThe mixture was concentrated under reduced pressure
  3. additionto the residue was added 20 ml of water, which
  4. filtrationThe precipitated crystals were collected by filtration
  5. customrecrystallized from methanol and ethyl ether

출처 및 근거

ORD 기록
ord-5d531bf8726249378baa5fe29c51d349
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155108

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