Sulfuric Acid → 5-Methyl-2-oxo-1,2-dihydro-1,6-naphthyridine-3-carboxamide

HRID 462712ノート

反応式

HRID 462712 の反応式
S(=O)(=O)(O)O.[CH3:6][C:7]1[N:16]=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[C:10]([C:18]#[N:19])[C:11](=[O:17])[NH:12]2.[OH-:20].[NH4+]>C(O)(=O)C>[CH3:6][C:7]1[N:16]=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[C:10]([C:18]([NH2:19])=[O:20])[C:11](=[O:17])[NH:12]2

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 57130685-methyl-2-oxo-1H-1,6-naphthyridine-3-carbonitrile

生成物 1

HCID 132320465-Methyl-2-oxo-1,2-dihydro-1,6-naphthyridine-3-carboxamide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

E-2 1,2-Dihydro-5-methyl-2-oxo-1,6-naphthyridine-3carboxamide--To 200 ml of concentrated sulfuric acid chilled in an ice bath was added with stirring 37 g of 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carbonitrile and the reaction mixture was allowed to stand at room temperature overnight. The reaction mixture was then poured on ice (1 liter beaker, half filled), the resulting mixture cooled in an ice bath and then neutralized by adding aqueous ammonium hydroxide, followed by addition of acetic acid to make the mixture slightly acidic. The separated solid was collected, washed with water, air-dried, then recrystallized from a large volume of dimethylformamide (1.2 1.) and dried at 95° C. to yield 8.4 g of 1,2-dihydro-5-methyl-2-oxo-1,6-naphthyridine-3-carboxamide, m.p.>320° C.

後処理

  1. additionwas added
  2. additionThe reaction mixture was then poured on ice (1 liter beaker, half filled)
  3. temperaturethe resulting mixture cooled in an ice bath
  4. customThe separated solid was collected
  5. washwashed with water
  6. customair-dried
  7. customrecrystallized from a large volume of dimethylformamide (1.2 1.)
  8. customdried at 95° C.

出典と根拠

ORDレコード
ord-5154aa68466a41998defe16737984bca
出典データセット
uspto-grants-1985_05
特許番号
US04517190

反応ノート

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