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4-Iodoaniline → 2-[(4-Iodophenyl)amino]benzoic acid

HRID 488520
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HRID 488520 반응식
[K+].Br[C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O-:7])=[O:6].[I:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>COCCOCCOC.O>[I:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:3]2[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=2[C:5]([OH:7])=[O:6])=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 108934-IodoanilineHCID 11430Potassium CarbonateHCID 19205467Potassium o-bromobenzoate

생성물 1

HCID 125070482-[(4-Iodophenyl)amino]benzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8150Diglyme용매

실험 절차

A mixture of o-bromobenzoic acid potassium salt (47.8 g, 0.2 mol), 4-iodoaniline (43.8 g, 0.2 mol), K2CO3 (13.8 g, 0.1 mol), and cupric acetate (2.87 g, 6%) in diglyme (100 mL) was heated to reflux for 30 minutes. The reaction mixture was diluted with H2O (1.0 L) and filtered. The filtrate was acidified with diluted AcOH. The resulting precipitate was collected by filtration, washed with H2O and dried in a vacuum at 50° C. for 16 hours. Recrystallization from EtOAc gave the desired product, a solid (29.7 g, 0.087 mol, 44%). mp 205-206° C.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 30 minutes
  3. filtrationfiltered
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with H2O
  6. customdried in a vacuum at 50° C. for 16 hours
  7. customRecrystallization from EtOAc

출처 및 근거

ORD 기록
ord-2d5f85c9a6ac4500b7370a4a4359cee7
출처 데이터셋
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06972287B1

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