Ammonium Chloride → S-2-amino-4-benzylphenyl dimethylcarbamothioate

HRID 2075253노트

반응식

HRID 2075253 반응식
[CH3:1][N:2]([CH3:22])[C:3](=[O:21])[S:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:7][C:6]=1[N+:18]([O-])=O.[Cl-].[NH4+]>[Zn].CC(C)=O.O>[CH3:22][N:2]([CH3:1])[C:3](=[O:21])[S:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:7][C:6]=1[NH2:18]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 58415382S-4-benzyl-2-nitrophenyl dimethylcarbamothioate

생성물 1

HCID 58415349S-2-amino-4-benzylphenyl dimethylcarbamothioate

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 18366337Propan-2-one--water (1/1)용매

실험 절차

To a solution of S-4-benzyl-2-nitrophenyl dimethylcarbamothioate (1.58 g, 4.99 mmol) in 25 mL 5:1 acetone/water under nitrogen was added zinc, nanosize activated powder (1.63 g, 25.0 mmol) and ammonium chloride (2.67 g, 49.9 mmol). The reaction became hot and was cooled with an ice bath. The heterogeneous reaction was allowed to stir for ˜4 h. The reaction was allowed to stand overnight and was partitioned between 200 mL EtOAc and water. The organic layer was washed with brine, and dried over sodium sulfate, filtered, and concentrated to give S-2-amino-4-benzylphenyl dimethylcarbamothioate which was used without further purification. MS (ESI) m/z: Calculated: 286.1; Observed: 287.0 (M++1).

후처리

  1. temperaturewas cooled with an ice bath
  2. customThe heterogeneous reaction
  3. waitto stand overnight
  4. customwas partitioned between 200 mL EtOAc and water
  5. washThe organic layer was washed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-21ca703908554a9bba1d5b2028f8cbc3
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919519B2

반응 노트

불러오는 중…