Water → 2-(Tert-butoxycarbonylamino)acetophenone thiosemicarbazone

HRID 604591ノート

反応式

HRID 604591 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:19][NH:20][C:21]([NH2:23])=[S:22].O>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10](=[N:19][NH:20][C:21]([NH2:23])=[S:22])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 3037943Thiosemicarbazide HydrochlorideHCID 11230079tert-butyl N-(2-oxo-2-phenylethyl)carbamate

生成物 1

HCID 866224902-(Tert-butoxycarbonylamino)acetophenone thiosemicarbazone収率 95.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2-(tert-Butoxycarbonylamino)acetophenone (3.00 g) was dissolved in methanol (21.0 mL). To the solution was added an aqueous solution (water: 9.0 mL) of thiosemicarbazide hydrochloride (3.11 g, 24.4 mmol) at room temperature. After the mixture was stirred at the same temperature for 30 minutes, water (12.0 mL) was added, and the mixture was stirred at room temperature for 20 minutes and then at 0° C. for 1 hour. The deposited solid was collected by filtration and washed with cooled 50% aqueous methanol (20 mL). The resulting solid was dried at 40° C. under reduced pressure to give seed crystals of 2-(tert-butoxycarbonylamino)acetophenone thiosemicarbazone (3.56 g, yield: 95.1%) as a white solid.

後処理

  1. stirringthe mixture was stirred at room temperature for 20 minutes
  2. waitat 0° C. for 1 hour
  3. filtrationThe deposited solid was collected by filtration
  4. washwashed
  5. temperaturewith cooled 50% aqueous methanol (20 mL)
  6. customThe resulting solid was dried at 40° C. under reduced pressure

出典と根拠

ORDレコード
ord-0dcd86ec0dd044999c2b38e0d4a15777
出典データセット
uspto-grants-2011_03
特許番号
US07910611B2

反応ノート

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