Methanol → 1-Naphthalen-2-yl-imidazolidin-2-one

HRID 80104

반응식

HRID 80104 반응식
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)=[O:6].[H-].[Na+].CO>CN(C=O)C.C1COCC1.C(Cl)(Cl)Cl>[CH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:16]=[CH:17][C:8]=1[N:7]1[CH2:2][CH2:3][NH:4][C:5]1=[O:6]

참가 물질

7

반응물 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 256650Urea, 1-(2-chloroethyl)-3-(2-naphthyl)-

생성물 1

HCID 596361671-Naphthalen-2-yl-imidazolidin-2-one수율 94%

시약·촉매·용매 3

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

1-(2-Chloro-ethyl)-3-naphthalen-2-yl-urea (I-79a: 750 mg, 3.01 mmol) in dry DMF (10 mL) was added to a stirred solution of sodium hydride (150 mg, 3.1 mmol) in THF (10 mL) at 0° C. The reaction temperature was maintained at room temperature for 30 minutes. The reaction was monitored by TLC (5% MeOH in chloroform, double run). The reaction mixture was quenched with MeOH at 0° C., concentrated under reduced pressure and partitioned between ice water and chloroform. The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 600 mg (94% yield) of 1-naphthalen-2-yl-imidazolidin-2-one.

후처리

  1. customThe reaction mixture was quenched with MeOH at 0° C.
  2. concentrationconcentrated under reduced pressure
  3. custompartitioned between ice water and chloroform
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-471987455f0b4079954e149a9a3aefba
출처 데이터셋
uspto-grants-2014_09
특허 번호
USRE045173E1

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