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

HRID 965186노트

반응식

HRID 965186 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 99918436-Amino-1,3-dibutyluracil수율 99.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1e5b46dee08a4ed3abc1d30f4e634eca
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773423

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