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

HRID 601146

反応式

HRID 601146 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-bec4fd82910c4aeaa87b6b765ed1f8b3
出典データセット
uspto-grants-2011_03
特許番号
US07902203B2

関連ノート

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