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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Benzyl chloroformate → 5,6-Dichloro-2-(4-methoxy-3-nitro-phenyl)-benzoimidazole-1-carboxylic acid benzyl ester

HRID 25498
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HRID 25498 반응식
[Cl:1][C:2]1[C:21]([Cl:22])=[CH:20][C:5]2[NH:6][C:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([N+:17]([O-:19])=[O:18])[CH:10]=3)=[N:8][C:4]=2[CH:3]=1.[H-].[Na+].Cl[C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27]>CN(C)C=O>[CH2:29]([O:28][C:26]([N:8]1[C:4]2[CH:3]=[C:2]([Cl:1])[C:21]([Cl:22])=[CH:20][C:5]=2[N:6]=[C:7]1[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([N+:17]([O-:19])=[O:18])[CH:10]=1)=[O:27])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
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참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 24758Sodium hydrideHCID 225684155,6-Dichloro-2-(4-methoxy-3-nitro-phenyl)-1h-benzoimidazole

생성물 1

HCID 698015975,6-Dichloro-2-(4-methoxy-3-nitro-phenyl)-benzoimidazole-1-carboxylic acid benzyl ester수율 43.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Dimethylformamide (25 mL) was added to 5,6-dichloro-2-(4-methoxy-3-nitro-phenyl)-1H-benzoimidazole (1.01 g, 3 mmol) from Step A. As the mixture stirred, sodium hydride (0.168 g, 4.2 mmol) was gradually added. After 3 hours, benzyl chloroformate (0.857 mL, 6 mmol) was added dropwise to the mixture. The reaction mixture was stirred overnight and then was partitioned between water (1,000 mL) and ethyl acetate (500 mL). The solvent was removed on the rotary evaporator and the residue triturated with 4:1 hexane:ethyl acetate to give the product (0.62 g), mp 212-214° C.

후처리

  1. stirringThe reaction mixture was stirred overnight
  2. customwas partitioned between water (1,000 mL) and ethyl acetate (500 mL)
  3. customThe solvent was removed on the rotary evaporator
  4. customthe residue triturated with 4:1 hexane

출처 및 근거

ORD 기록
ord-209d0ea531274ba2a9f569c82703f6e2
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06858739B2

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