Ammonia → 4-methyl-5-phenyl-3H-[1,3]oxazine-2,6-dione

HRID 601146

반응식

HRID 601146 반응식
[C:1]1([CH:7]([C:13]([CH3:15])=O)[C:8]([O:10][CH2:11]C)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.NC(OCC)=[O:18].P(Cl)(Cl)(Cl)=O.[NH3:27]>>[CH3:15][C:13]1[NH:27][C:11](=[O:18])[O:10][C:8](=[O:9])[C:7]=1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 4

HCID 222AmmoniaHCID 5641Carbamic acid, ethyl esterHCID 24813Phosphorus oxychlorideHCID 95389Ethyl acetylphenylacetate

생성물 1

HCID 135470884-methyl-5-phenyl-3H-[1,3]oxazine-2,6-dione

실험 절차

Ethyl 2-phenylacetoacetate (1.0 g, 4.85 mmol) and urethane (0.43 g, 4.85 mmol) were heated, neat, with Phosphorous oxychloride (3 mL) at 90° C. for 3 hours. The excess reagents were removed under vacuum and the resulting residue was triturated with benzene and filtered. This solid was triturated with diethyl ether, filtered, and dried to yield 0.818 g (83%). MS (DCI/NH3) m/z 204 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 1.98 (s, 3 H) 7.28 (m, 2 H) 7.39 (m, 3 H) 11.65 (s, 1 H).

후처리

  1. customThe excess reagents were removed under vacuum
  2. customthe resulting residue was triturated with benzene
  3. filtrationfiltered
  4. customThis solid was triturated with diethyl ether
  5. filtrationfiltered
  6. customdried
  7. customto yield 0.818 g (83%)

출처 및 근거

ORD 기록
ord-bec4fd82910c4aeaa87b6b765ed1f8b3
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902203B2

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