Ethyl Acetate → 1-Benzothiazol-6-yl-imidazolidin-2-one

HRID 80110

反応式

HRID 80110 の反応式
[S:1]1[C:5]2[CH:6]=[C:7]([NH:10][C:11]([NH:13][CH2:14][CH2:15]Cl)=[O:12])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[H-].[Na+].C(OCC)(=O)C>CN(C=O)C.C1COCC1>[S:1]1[C:5]2[CH:6]=[C:7]([N:10]3[CH2:15][CH2:14][NH:13][C:11]3=[O:12])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 687839281-Benzothiazol-6-yl-3-(2-chloro-ethyl)-urea

生成物 1

HCID 666785541-Benzothiazol-6-yl-imidazolidin-2-one収率 99.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

1-Benzothiazol-6-yl-3-(2-chloro-ethyl)-urea (I-84a: 2.7 g, 10.58 mmol) in dry DMF (80 mL) was added dropwise to a stirred mixture of sodium hydride (0.76 g, 31.74 mmol) in THF (100 mL) over a period of 20 minutes at 0° C. under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (100% ethyl acetate). The reaction mixture was quenched with MeOH (6 mL), concentrated under reduced pressure, followed by the addition of ice. The precipitate was collected and dried under reduced pressure to afford 2.3 g (85.18% yield) of 1-benzothiazol-6-yl-imidazolidin-2-one as the required product.

後処理

  1. customThe reaction mixture was quenched with MeOH (6 mL)
  2. concentrationconcentrated under reduced pressure
  3. additionfollowed by the addition of ice
  4. customThe precipitate was collected
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-031f203d5d2044968f183f34bc50634c
出典データセット
uspto-grants-2014_09
特許番号
USRE045173E1

関連ノート

読み込み中…