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Benzamidine, hydrochloride → HCID 22386595, 화합물

HRID 1067486
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HRID 1067486 반응식
F[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:3]=1[C:4]#[N:5].Cl.[C:18]([NH2:26])(=[NH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C([O-])(=O)C.[Na+]>CN(C)C(=O)C>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][C:6]=2[O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:26]=[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80289Benzamidine, hydrochlorideHCID 517045Sodium AcetateHCID 27374532-fluoro-6-phenoxybenzonitrile

생성물 1

HCID 22386595HCID 22386595, 화합물수율 12.3%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
150 °C

실험 절차

A mixture of 2-fluoro-6-phenoxybenzonitrile (2.7 g, 13 mmol), benzamidine hydrochloride (Aldrich) (3.0 g, 19 mmol) and sodium acetate (1.6 g, 19 mmol) in 60 ml of N,N-dimethylacetamide was heated at 150° C. under nitrogen for 6.5 hours. After cooling to room temperature the reaction mixture was evaporated under reduced pressure. The product was suspended in 20 ml of ethanol and water (100 ml) and concentrated ammonium hydroxide (10 ml) was added. The precipitate was isolated by filtration, washed with water, dried and recrystallized twice from 60 ml of 2-propanol at 4° C. The precipitate was collected by filtration, washed with 2-propanol and dried at 50° C. in vacuo to give 4-amino-2-phenyl-5-phenoxyquinazoline (0.5 g, 12%, m.p. 190-191° C.):

후처리

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customwas evaporated under reduced pressure
  3. additionwater (100 ml) and concentrated ammonium hydroxide (10 ml) was added
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized twice from 60 ml of 2-propanol at 4° C
  8. filtrationThe precipitate was collected by filtration
  9. washwashed with 2-propanol
  10. customdried at 50° C. in vacuo

출처 및 근거

ORD 기록
ord-d5c49d7d92964d64adc7a7aae71dcb94
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248771B1

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