Nitric Acid → HCID 178526744、化合物

HRID 2096655ノート

反応式

HRID 2096655 の反応式
N[C:2]1[N:7]=[C:6](O)[CH:5]=[C:4](Cl)[N:3]=1.[N+:10]([O-])([OH:12])=[O:11].S(=O)(=O)(O)[OH:15]>>[N+:10]([C:4]1[CH:5]=[CH:6][N:7]=[C:2]([OH:15])[N:3]=1)([O-:12])=[O:11]

参加物

4

反応物 3

HCID 944Nitric Acid3 回HCID 1118Sulfuric AcidHCID 1785089742-amino-6-chloro-1H-pyrimidin-4-one

生成物 1

HCID 178526744HCID 178526744、化合物収率 98%

反応条件

温度
20 °C

実験手順

250 mL (5 volumes) of concentrated sulfuric acid was stirred in a 1000 mL round bottom flask (22° C.). To this, 2-amino-6-chloro-4-pyrimidinol (50 g) was added in portions. The temperature increased rapidly with early additions, stabilizing at a temperature of 40° C. Later additions had less effect on the temperature, a maximum of approx. 45° C. being recorded. Prior to addition of fuming nitric acid (45 mL, 0.9 volumes), the mixture was cooled (using an ice bath) to 20° C. In portions of roughly 1.5 mL (reflecting pipette volume), nitric acid was added dropwise at a steady rate (ca. 1 min between each portion). Early portions had the greatest effect on the temperature, the controlled exotherms reaching a temperature of approx. 26° C. before returning to 20° C. under the influence of the ice bath. Later portions had little effect, and the temperature was maintained at approx. 21° C. After 45 mL of fuming nitric acid had been added in this way, the mixture was allowed to stir for 2 hr (during this period the ice bath was removed and the temperature stabilised at room temperature ca. 22° C.). The entire mixture was poured onto stirred ice/water (1200 mL) and the resulting yellow solid filtered under vacuum. The product was washed in succession with water (600 mL), ethanol (600 mL) and diethylether (600 mL). This method gave 63.5 g (98% yield) of the required nitro-pyrimidinol.

後処理

  1. temperatureThe temperature increased rapidly with early additions
  2. customstabilizing at a temperature of 40° C
  3. customa maximum of approx. 45° C.
  4. customa temperature of approx. 26° C.
  5. temperaturethe temperature was maintained at approx. 21° C
  6. customwas removed
  7. customstabilised at room temperature ca. 22° C.
  8. additionThe entire mixture was poured
  9. filtrationthe resulting yellow solid filtered under vacuum
  10. washThe product was washed in succession with water (600 mL), ethanol (600 mL) and diethylether (600 mL)

出典と根拠

ORDレコード
ord-0e516fc5c2714cfaaa9542fa3661d543
出典データセット
uspto-grants-2013_05
特許番号
US08450328B2

反応ノート

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