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Phenyl isocyanate → N-[3,5-Bis(trifluoromethyl)phenyl]-2-hydroxy-5-[(3-phenyl)ureido]benzamide

HRID 421082
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HRID 421082 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([OH:25])=[C:6]([CH:24]=1)[C:7]([NH:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=1)=[O:8].[C:26]1([N:32]=[C:33]=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(#N)C.CN(C)C1C=CN=CC=1>[F:23][C:20]([F:21])([F:22])[C:12]1[CH:11]=[C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:24]=[C:2]([NH:1][C:33]([NH:32][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:34])[CH:3]=[CH:4][C:5]=2[OH:25])[CH:15]=[C:14]([C:16]([F:17])([F:18])[F:19])[CH:13]=1
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참가 물질

5

반응물 2

HCID 7672Phenyl isocyanateHCID 10406441HCID 10406441, 화합물

생성물 1

HCID 10390552N-[3,5-Bis(trifluoromethyl)phenyl]-2-hydroxy-5-[(3-phenyl)ureido]benzamide수율 41.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

5-Amino-N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxybenzamide (100.2 mg, 0.28 mmol) was dissolved in acetonitrile (4 ml). 4-Dimethylaminopyridine (3 mg) and phenylisocyanate (30 μl, 0.28 mmol) were added, and the mixture was stirred at 60° C. for 5 minutes. The reaction mixture was concentrated and the residue was purified by chromatography on silica gel (hexane:ethyl acetate=1:1) to give the title compound (54.8 mg, 41.2%) as a light brown solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by chromatography on silica gel (hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-ee75366b19d64114b670e86c8dcf0695
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08097759B2

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