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

HRID 2075253ノート

反応式

HRID 2075253 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 18366337Propan-2-one--water (1/1)溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-21ca703908554a9bba1d5b2028f8cbc3
出典データセット
uspto-grants-2011_04
特許番号
US07919519B2

反応ノート

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