Acetic Acid → 6-Amino-1,3-dibutyl-5-nitroso-2,4(1H,3H)-pyrimidinedione

HRID 965187노트

반응식

HRID 965187 반응식
[CH2:1]([N:5]1[C:12]([NH2:13])=[CH:11][C:9](=[O:10])[N:8]([CH2:14][CH2:15][CH2:16][CH3:17])[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4].C(O)(=O)C.Cl.[N:23]([O-])=[O:24].[Na+]>O>[NH2:13][C:12]1[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6](=[O:7])[N:8]([CH2:14][CH2:15][CH2:16][CH3:17])[C:9](=[O:10])[C:11]=1[N:23]=[O:24]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 99918436-Amino-1,3-dibutyluracilHCID 23668193Sodium Nitrite

생성물 1

HCID 3860046-Amino-1,3-dibutyl-5-nitroso-2,4(1H,3H)-pyrimidinedione수율 82.6%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a mixture of 1,3-di-n-butyl-6-amino-uracil g, 112.8 mmol), glacial acetic acid (10 ml), and 6N HCl (18.8 ml) in water (500 ml) was added dropwise a solution of sodium nitrite (7.78, g, 112.8 mmol) in water (30 ml) on ice bath. The reaction mixture was stirred for 30 min. The violet solid was collected by filtration and washed with water (2×20 ml), dried for 2 days at 60° C. in a vacuum oven to yield 6-amino-1,3-di-n-butyl-5-nitroso-uracil (24.99 g, 82.6%), m.p. 199°-205° C.; 1H NMR (CDCl3) δ0.97-1.01 (m, 6H, 2×CH3), 1.36-1.49 (m, 4H, 2×CH2), 1.62-1.74 (m, 4H, 2×CH2), 3.94 (t, J=7.8 Hz, 2H, N--CH2), 4.08 (t, J=7.5 Hz, 2H, N--CH2), 6.46 (br s, 2H, NH2). Anal. Calc'd for C12H20N4O3 : C, 53.72; H, 7.51; N, 20.88; Found: C, 54.37; H, 7.67; N, 20.65.

후처리

  1. filtrationThe violet solid was collected by filtration
  2. washwashed with water (2×20 ml)
  3. customdried for 2 days at 60° C. in a vacuum oven

출처 및 근거

ORD 기록
ord-e9bfbb4310e1474ca05f4db260b18057
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773423

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