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

HRID 965187ノート

反応式

HRID 965187 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e9bfbb4310e1474ca05f4db260b18057
出典データセット
uspto-grants-1998_06
特許番号
US05773423

反応ノート

読み込み中…