Sodium hydride → 4-Bromo-N,N-dimethyl-1H-imidazole-1-sulfonamide

HRID 1180626노트

반응식

HRID 1180626 반응식
[H-].[Na+].[Br:3][C:4]1[N:5]=[CH:6][NH:7][CH:8]=1.[CH3:9][N:10]([CH3:15])[S:11](Cl)(=[O:13])=[O:12]>O1CCCC1.[Cl-].[NH4+]>[CH3:9][N:10]([CH3:15])[S:11]([N:7]1[CH:8]=[C:4]([Br:3])[N:5]=[CH:6]1)(=[O:13])=[O:12]

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 83372Dimethylsulphamoyl chlorideHCID 178418934HCID 178418934, 화합물

생성물 1

HCID 221479874-Bromo-N,N-dimethyl-1H-imidazole-1-sulfonamide수율 87%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 25517Ammonium Chloride용매

실험 절차

Sodium hydride (55% in oil, 0.31 g) was added to a stirred solution of 4-bromo-1H imidazole (1.02 g) in dry tetrahydrofuran (20 mL) at room temperature under N2. After 10 minutes, dimethylsulfamoyl chloride (0.81 mL) was added. After stirring for 5 hours, the mixture was diluted with saturated aqueous ammonium chloride (20 mL) and extracted with ethyl acetate (20 mL). The extract was dried over Na2SO4, filtered and concentrated. The white solid was rinsed with diethyl ether and dried to give 1-(dimethylaminosulfonyl)-4-bromoimidazole (1.53 g, 87%). MS (ES+) 256, 254 ([MH]+). Step 2: 1-(Dimethylaminosulfonyl)-4-(4-fluorophenyl)imidazole

후처리

  1. extractionextracted with ethyl acetate (20 mL)
  2. dry with materialThe extract was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe white solid was rinsed with diethyl ether
  6. customdried

출처 및 근거

ORD 기록
ord-b750ecc6ac3f443ba9a0587299c49ef0
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282513B2

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