Ammonia → HCID 118033080, 화합물

HRID 590524

반응식

HRID 590524 반응식
[CH3:1][N:2]1[C:6](=[O:7])[C:5]2([C:15]3[CH:14]=[CH:13][S:12][C:11]=3[CH2:10][CH2:9][CH2:8]2)[N:4]=[C:3]1SC.[I-].[NH4+:19].N>CO>[NH2:19][C:3]1[N:2]([CH3:1])[C:6](=[O:7])[C:5]2([C:15]3[CH:14]=[CH:13][S:12][C:11]=3[CH2:10][CH2:9][CH2:8]2)[N:4]=1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 25487Ammonium iodideHCID 1180330781'-Methyl-2'-(methylthio)-6,7-dihydro-5H-spiro[benzo[b]thiophene-4,4'-imidazol]-5'(1'H)-one

생성물 1

HCID 118033080HCID 118033080, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1′-Methyl-2′-(methylthio)-6,7-dihydro-5H-spiro[benzo[b]thiophene-4,4′-imidazol]-5′(1′H)-one (1.5 g, 5.63 mmol), ammonium iodide (4.89 g, 33.78 mmol) and 7 N ammonia in methanol (20 mL) were heated at 90° C. for 12 h. The solvent was then evaporated under reduced pressure and the residue was partitioned between water and dichloromethane. The dichloromethane extracts were combined, dried over magnesium sulphate and evaporated under reduced pressure to give an oil. This consisted of the title compound as the major component and its minor regioisomer in a 2:1 ratio. The oil was loaded onto a Biotage SNAP cartridge and eluted with dichloromethane-dichloromethane/7N ammonia in methanol (9:1). The appropriate fractions were combined and evaporated under reduced pressure to give 2′-amino-1′-methyl-6,7-dihydro-5H-spiro[benzo[b]thiophene-4,4′-imidazol]-5′(1′H)-one as a foam (800 mg, 60%).

후처리

  1. customThe solvent was then evaporated under reduced pressure
  2. customthe residue was partitioned between water and dichloromethane
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure
  5. customto give an oil

출처 및 근거

ORD 기록
ord-8272d6434bfd4a528cc703711973edfa
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233982B2

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