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

HRID 80110

반응식

HRID 80110 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 666785541-Benzothiazol-6-yl-imidazolidin-2-one수율 99.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-031f203d5d2044968f183f34bc50634c
출처 데이터셋
uspto-grants-2014_09
특허 번호
USRE045173E1

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