Sodium Dithionite → 5,6-Diamino-1-(2-furanylmethyl)-2,4(1H,3H)-pyrimidinedione

HRID 1421237ノート

反応式

HRID 1421237 の反応式
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[O:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:14])[NH:5][C:4](=[O:15])[CH:3]=1.[N:16]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(=O)C.O>[NH2:16][C:3]1[C:4](=[O:15])[NH:5][C:6](=[O:14])[N:7]([CH2:8][C:9]2[O:13][CH:12]=[CH:11][CH:10]=2)[C:2]=1[NH2:1]

参加物

6

反応物 3

HCID 24489Sodium DithioniteHCID 8338036-amino-1-(2-furylmethyl)pyrimidine-2,4(1H,3H)-dioneHCID 23668193Sodium Nitrite

生成物 1

HCID 196279115,6-Diamino-1-(2-furanylmethyl)-2,4(1H,3H)-pyrimidinedione収率 53.4%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
70 °C

実験手順

6-Amino-1-furfuryluracil (3.0 g, 14.5-mmol) was dissolved with heating in 30% aqueous acetic acid (30 ml) and then a solution of sodium nitrite (1.7 g, 24.6 mmol) in water (5 ml) was added dropwise. The reaction was heated to 70° C. for 30 min and then cooled to 0° C. The solids were collected by filtration and rinsed with cold water (20 ml). The solids were dissolved into concentrated aqueous ammonium hydroxide solution (10 ml) and then a solution of sodium hydrosulfite (9.8 g, 47.8 mmol) in water (30 ml) was added in one portion. After heating at 80° C. for 1 hour, the slurry was cooled to ambient temperature. The solids were collected by filtration, rinsed with water (4×50 ml) and vacuum dried over phosphorus pentoxide to give 5,6-diamino-1-furfuryluracil (1.72 g, 53% yield) as a brown solid.

後処理

  1. temperaturecooled to 0° C
  2. filtrationThe solids were collected by filtration
  3. washrinsed with cold water (20 ml)
  4. dissolutionThe solids were dissolved into concentrated aqueous ammonium hydroxide solution (10 ml)
  5. temperatureAfter heating at 80° C. for 1 hour
  6. temperaturethe slurry was cooled to ambient temperature
  7. filtrationThe solids were collected by filtration
  8. washrinsed with water (4×50 ml) and vacuum
  9. dry with materialdried over phosphorus pentoxide

出典と根拠

ORDレコード
ord-67bf09500f834f5c80ad157b71d1fa85
出典データセット
uspto-grants-2000_06
特許番号
US06075029

反応ノート

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