Acetic Anhydride → HCID 136109365、化合物

HRID 2051554ノート

反応式

HRID 2051554 の反応式
[CH2:1]([O:3][CH:4]([O:16][CH2:17][CH3:18])[CH2:5][CH2:6][C:7]1[C:12](=[O:13])[NH:11][C:10]([NH2:14])=[N:9][C:8]=1[NH2:15])[CH3:2].C(O[C:23](=[O:25])[CH3:24])(=O)C>N1C=CC=CC=1>[CH2:1]([O:3][CH:4]([O:16][CH2:17][CH3:18])[CH2:5][CH2:6][C:7]1[C:12](=[O:13])[NH:11][C:10]([NH:14][C:1](=[O:3])[CH3:2])=[N:9][C:8]=1[N:15]([C:23](=[O:25])[CH3:24])[C:12](=[O:13])[CH3:7])[CH3:2]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 135816675HCID 135816675、化合物

生成物 1

HCID 136109365HCID 136109365、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A stirred mixture of 7.20 g (28.1 mmol) of 3-(2,4-diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propionaldehyde diethyl acetal, 30 ml of dry pyridine and 30 ml of freshly distilled acetic anhydride was heated on an oil bath at 90° for 6 hours and then stirred at ambient temperature overnight. Solution occurred within 15 minutes as a mixture of diacetyl and triacetyl pyrimidinone formed; extended reaction was required to obtain only the title compound. The solution was spin evaporated in vacuo to give an oil. Ethyl acetate was added and spin evaporated several times until a solid was obtained. The solid was dispersed in cyclohexane and collected; yield, 8.88 g (82%), mp 126°-137° (one spot on TLC). Recrystallization of a portion from cyclohexane-ethylacetate gave the analytical sample, mp 138°-139°; TLC (C6H6 :EtOH/5:1); NMR (DMSO-d6) δ 1.08 (t, 6H, 2CH2CH3), 1.63 (m, 2H, CH2CH2CH), 2.13 (s, 3H, Ac), 2.27 (s, 6H, 2Ac), 2.2 (2H, CH2CH2CH, superimposed on the acetyl singlets), 3.2-3.7 (m, 4H, 2×OCH2), 4.42 (t, 1H, CH), 11.87 (br s, 2H, AcNH and HNC(O)).

後処理

  1. temperaturewas heated on an oil bath at 90° for 6 hours
  2. customformed
  3. customextended reaction

出典と根拠

ORDレコード
ord-7cd9650246004675871fd9a1ab82169f
出典データセット
uspto-grants-1991_05
特許番号
US05019577

反応ノート

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