Nitric Acid → 6-Chloro-1,3-dimethyl-5-nitropyrimidine-2,4(1h,3h)-dione

HRID 648886ノート

反応式

HRID 648886 の反応式
S(=O)(=O)(O)O.[Cl:6][C:7]1[N:12]([CH3:13])[C:11](=[O:14])[N:10]([CH3:15])[C:9](=[O:16])[CH:8]=1.[N+:17]([O-])([OH:19])=[O:18]>>[Cl:6][C:7]1[N:12]([CH3:13])[C:11](=[O:14])[N:10]([CH3:15])[C:9](=[O:16])[C:8]=1[N+:17]([O-:19])=[O:18]

参加物

4

反応物 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 814426-Chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

生成物 1

HCID 2496456-Chloro-1,3-dimethyl-5-nitropyrimidine-2,4(1h,3h)-dione収率 70%

実験手順

To 25 ml of sulfuric acid was slowly added 8.5 g (0.049 mol) of 6-chloro-1,3-dimethyluracil as prepared in Synthesis Example 1 at 10° to 15° C. To this solution was gradually added 8.5 ml of fuming nitric acid at 0° to 5° C. After stirring for 5 minutes, the reaction mixture was poured onto ice and extracted twice with chloroform. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The resulting crystals were recrystallized from a mixed solvent of ethyl acetate and hexane to give 7.5 g (70%) of 6-chloro-1,3-dimethyl-5-nitrouracil having a melting point of 91° to 92° C.

後処理

  1. customas prepared in Synthesis Example 1 at 10° to 15° C
  2. customat 0° to 5° C
  3. additionthe reaction mixture was poured onto ice
  4. extractionextracted twice with chloroform
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe resulting crystals were recrystallized from a mixed solvent of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-a25819ccd7b148d29581118983822033
出典データセット
uspto-grants-1988_04
特許番号
US04737442

反応ノート

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