Nitric Acid → 2-Amino-6-chloro-5-nitro-3,4-dihydropyrimidin-4-one

HRID 1355843ノート

反応式

HRID 1355843 の反応式
O.[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([Cl:10])[N:4]=1.[N+:11]([O-])([OH:13])=[O:12]>S(=O)(=O)(O)O>[NH2:2][C:3]1[NH:8][C:7](=[O:9])[C:6]([N+:11]([O-:13])=[O:12])=[C:5]([Cl:10])[N:4]=1

参加物

4

反応物 2

HCID 944Nitric AcidHCID 178508975HCID 178508975、化合物

生成物 1

HCID 1354086932-Amino-6-chloro-5-nitro-3,4-dihydropyrimidin-4-one収率 99%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Following the method of O'Brien and Cheng (J. Med. Chem. 1966, 9, 573), to a stirred solution of 10.0 g (61.1 mmol) 2-amino-6-chloro-4-pyrimidinol monohydrate in 46 ml 98% sulfuric acid was added dropwise 9 ml 65% nitric acid at a rate such that the reaction temperature remainded around 40° C. After the addition was complete, stirring was continued for 1 hour at room temperature. The reaction mixture was then poured onto 150 ml ice-water and the resulting crystals were collected by filtration and washed sequentially with water, ethanol and ether to afford 12.6 g (99%) 2-amino-6-chloro-5-nitro-3H-pyrimidin-4-one as a light yellow crystalline solid. ES-MS m/e (%): 191 (M+H+, 100).

後処理

  1. customremainded around 40° C
  2. additionAfter the addition
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed sequentially with water, ethanol and ether

出典と根拠

ORDレコード
ord-98d0306e0b9a4613a431838cf082cbbb
出典データセット
uspto-grants-2003_07
特許番号
US06586441B2

反応ノート

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