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Sodium Hydroxide → 2-(4-Methylphenyl)quinazoline-4-carboxylic acid

HRID 717329
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HRID 717329 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:17]=[C:16]([C:18]([O:20]CC)=[O:19])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:17]=[C:16]([C:18]([OH:20])=[O:19])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 90410917Ethyl 2-(p-tolyl)quinazoline-4-carboxylate

생성물 1

HCID 904111782-(4-Methylphenyl)quinazoline-4-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Into a 150-mL 3-necked round-bottom flask, was placed a solution of ethyl 2-(4-methylphenyl)quinazoline-4-carboxylate (2.64 g, 9.03 mmol, 1.00 equiv) in ethanol (50 mL). This was followed by the addition of sodium hydroxide (1.8 g, 45.00 mmol, 5.00 equiv, 20%) dropwise with stirring at room temperature. The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum. The residue was diluted with 50 mL of water. Hydrogen chloride (5%) was employed to adjust the pH to 3-4. The solids were collected by filtration. This resulted in 2.30 g (96%) of 2-(4-methylphenyl)quinazoline-4-carboxylic acid as a light green solid. MS (ESI) m/z 265 ([M+H]+).

후처리

  1. customInto a 150-mL 3-necked round-bottom flask, was placed
  2. stirringThe resulting solution was stirred overnight at room temperature
  3. concentrationThe resulting mixture was concentrated under vacuum
  4. additionThe residue was diluted with 50 mL of water
  5. filtrationThe solids were collected by filtration
  6. customThis resulted in 2.30 g (96%) of 2-(4-methylphenyl)quinazoline-4-carboxylic acid as a light green solid

출처 및 근거

ORD 기록
ord-cfeb4cbfb20e471ea753ac3b4e4a2ebc
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09193707B2

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