Sodium Hydroxide → 6-Amino-1,3-dibutyluracil

HRID 965186ノート

反応式

HRID 965186 の反応式
[C:1]([CH2:3][C:4]([N:6]([CH2:14][CH2:15][CH2:16][CH3:17])[C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])=[O:5])#[N:2].[OH-].[Na+]>CO>[CH2:10]([N:9]1[C:1]([NH2:2])=[CH:3][C:4](=[O:5])[N:6]([CH2:14][CH2:15][CH2:16][CH3:17])[C:7]1=[O:8])[CH2:11][CH2:12][CH3:13]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 10376972N-(2-cyanoacetyl)-N,N'-dibutylurea

生成物 1

HCID 99918436-Amino-1,3-dibutyluracil収率 99.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

N,N-Di-n-butylurea (34.45 g, 0.2 mmol), cyanoacetic acid (19.56 g, 0.23 mol), and acetic anhydride (81.66 ml, 0.8 mol) were heated at 80° C. for 2 h under nitrogen and solvent was removed by rotary evaporation to yield N-(2-cyanoacetyl)-N,N'-dibutylurea. The N-(2-cyanoacetyl)-N,N'-dibutylurea was dissolved in methanol (100 ml) and 4N NaOH (100 ml) was added. The reaction mixture was cooled for 30 min with stirring and the solid was filtered and dried to yield 1,3-di-n-butyl-6-aminouracil (47.04 g, 99.5%) as a colorless solid, m.p. 90.1°-92.4° C.; 1H NMR (DMSO-d6) δ1.72-1.93 (m, 6H, 2×CH3, 1.18-1.33 (m, 4H, 2×CH2), 1.39-1.52 (M, 4H, 2×CH2), 3.70 (t, 2H, N--CH2), 3.76 (t, 2H, N--CH2), 4.64 (s, 1H, H-4), 6.77 (br s, exchangeable with D2O, 2H, NH2).

後処理

  1. temperatureThe reaction mixture was cooled for 30 min
  2. filtrationthe solid was filtered
  3. customdried

出典と根拠

ORDレコード
ord-1e5b46dee08a4ed3abc1d30f4e634eca
出典データセット
uspto-grants-1998_06
特許番号
US05773423

反応ノート

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