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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Urea → ({4-[6-(4-Hydroxy-3-methylphenyl)-2-oxo-2,3-dihydropyrimidin-4-yl]phenyl}oxy)acetic acid

HRID 884658
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인쇄 미리보기

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HRID 884658 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)/[CH:9]=[CH:10]/[C:11]2[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:13][CH:12]=2)=[CH:4][C:3]=1[CH3:23].[NH2:24][C:25]([NH2:27])=[O:26]>Cl.O1CCOCC1>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:11]3[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:13][CH:12]=3)[NH:24][C:25](=[O:26])[N:27]=2)=[CH:4][C:3]=1[CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 1176UreaHCID 59349176(E)-2-(4-[3-(4-Hydroxy-3-methylphenyl)-3-oxoprop-1-enyl]phenoxy)acetic acid

생성물 1

HCID 136052111({4-[6-(4-Hydroxy-3-methylphenyl)-2-oxo-2,3-dihydropyrimidin-4-yl]phenyl}oxy)acetic acid수율 35.5%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

(E)-2-(4-[3-(4-Hydroxy-3-methylphenyl)-3-oxoprop-1-enyl]phenoxy)acetic acid (10.0 g, 32.0 mmol) and urea (5.9 g, 0.10 mol) was suspended in 150 mL of 4N HCl solution in dioxane, and the reaction mixture was heated to reflux overnight, then cooled to room temperature. The resulted mixture was concentrated in vacuo to remove dioxane. The residues were suspended in 100 mL of 2-propanol and heated in a 90° C. oil bath for 10 minutes, then let it cooled down to room temperature by itself. The suspension was filtered, washed with 50 mL of 2-propanol and dried in the air. 4.0 g (35%) of yellow powder was obtained. 1H NMR (400 MHz, DMSO-d6): δ 10.76 (s, 1H), 8.15 (s, 1H), 8.04 (s, 1H), 7.94 (d, 1H), 7.46 (s, 1H), 7.13 (d, 2H), 7.03 (d, 1H), 7.03 (d, 1H), 4.86 (s, 2H), 2.21 (s, 3H). MS (EI): 353 (MH+).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux overnight
  3. concentrationThe resulted mixture was concentrated in vacuo
  4. customto remove dioxane
  5. temperatureheated in a 90° C. oil bath for 10 minutes
  6. temperaturecooled down to room temperature by itself
  7. filtrationThe suspension was filtered
  8. washwashed with 50 mL of 2-propanol
  9. customdried in the air

출처 및 근거

ORD 기록
ord-a163c3dbea534e5d8dc1e2140ff91cae
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08242129B2

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