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Methanol → HCID 178481362、化合物

HRID 1638326
ノート
印刷プレビュー

反応式

HRID 1638326 の反応式
O.[NH2:2][C:3]1[C:4](=[O:13])[N:5]([CH3:12])[C:6](=[O:11])[N:7]([CH3:10])[C:8]=1[NH2:9].[CH:14]([C:16]1[CH:26]=[CH:25][C:19]([CH:20]=[CH:21][C:22]([OH:24])=[O:23])=[CH:18][CH:17]=1)=O.CO.NC1N(C)C(=O)N(C)C(=O)C=1CC(=CC1C=CC=CC=1)C(O)=O>C(O)(=O)C.[N+](C1C=CC=CC=1)([O-])=O>[CH3:12][N:5]1[C:4](=[O:13])[C:3]2[N:2]=[C:14]([C:16]3[CH:26]=[CH:25][C:19](/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23])=[CH:18][CH:17]=3)[NH:9][C:8]=2[N:7]([CH3:10])[C:6]1=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 887MethanolHCID 980772-Propenoic acid, 3-(4-formylphenyl)-HCID 122574835,6-diamino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione hydrateHCID 86744444(6-Amino-1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxo-5-pyrimidinylmethyl]cinnamic acid

生成物 1

HCID 178481362HCID 178481362、化合物

試薬・触媒・溶媒 2

HCID 176
Acetic Acid
溶媒
HCID 7416Nitrobenzene溶媒

実験手順

5,6-Diamino-1,3,-dimethyluracil hydrate (1.70 g, 10.0 mmol) and 4-formylcinnamic acid (1.76 g, 10.0 mmol) were refluxed in acetic acid (10 mL)-methanol (100 mL) for 0.5 hour. (E)-4-[(6-Amino-1,2,3-4-tetrahydro-1,3-dimethyl-2,4-dioxo-5-pyrimidinyl)iminomethyl]cinnamic acid was precipitated as yellow powder (1.84 g, 56%); mp 299°-301° C. with effervescence. Analysis for (C16H16N4O4): C, 58.53; H, 4.91; N, 17.07. Found: C, 58.36; H, 4.93; N, 16.90. Structure confirmed by 1H-NMR and FI mass spectrum. (E)-4-[(6-Amino-1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxo-5-pyrimidinylmethyl]cinnamic acid (500 mg, 1.52 mmol) was refluxed in nitrobenzene (125 mL) for 2.5 hours with slow distillation to remove water formed. The reaction mixture was cooled and the precipitate washed with ether. Recrystallization from N,N-dimethylformamide-water gave the monohydrate of the title compound as a pale yellow powder; mp>380° C. Analysis for (C16H14N4O4.H2O): C, 55.81; H, 4.68; N, 16.27. Found: C, 56.05: H, 4.69; N, 16.27. Structure confirmed by 1H-NMR and EI mass spectrum.

後処理

  1. custom(E)-4-[(6-Amino-1,2,3-4-tetrahydro-1,3-dimethyl-2,4-dioxo-5-pyrimidinyl)iminomethyl]cinnamic acid was precipitated as yellow powder (1.84 g, 56%)
  2. customto remove water
  3. customformed
  4. temperatureThe reaction mixture was cooled
  5. washthe precipitate washed with ether
  6. customRecrystallization from N,N-dimethylformamide-water

出典と根拠

ORDレコード
ord-18a7b687a43e465f9a8fcf6ffe09c972
出典データセット
uspto-grants-1989_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04879296

反応ノート

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