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Hydrochloric Acid → 5-Bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl ester

HRID 500558
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반응식

HRID 500558 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([Br:10])[C:7]([F:11])=[C:6]([F:12])[C:5]=1[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20].C1C(=O)N([Cl:29])C(=O)C1.Cl>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([Br:10])[C:7]([F:11])=[C:6]([F:12])[C:5]=1[NH:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:29])=[CH:16][C:15]=1[Cl:20]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 31398ChlorosuccinimideHCID 865967715-Bromo-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester

생성물 1

HCID 865986345-Bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl ester수율 89.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8857
Ethyl Acetate
용매

실험 절차

A mixture of 5-bromo-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (2.07 g, 5.50 mmol), NCS (789 mg, 5.91 mmol), and catalytic amount of conc. HCl in DMF (41 mL) was stirred for 1 hour at room temperature. The reaction mixture was diluted with EtOAc, and washed with water (5×). The organic layer was dried over MgSO4, filtered, and concentrated to give the crude material which was purified by silica gel flash column chromatography (3 to 5% EtOAc in hexanes) to afford the desired product (2.02 g, 89%).

후처리

  1. washwashed with water (5×)
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give the crude material which
  6. customwas purified by silica gel flash column chromatography (3 to 5% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-ad98965cdfdb47918d349fa4da4c0ab2
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07772234B2

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