Nitric Acid → 2-Amino4,6-dimethyl-3-nitro-5-pyridinecarbonitrile

HRID 343777

反応式

HRID 343777 の反応式
OS(O)(=O)=O.[NH2:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([C:14]#[N:15])=[C:9]([CH3:16])[N:8]=1.[N+:17]([O-])([OH:19])=[O:18]>>[NH2:6][C:7]1[C:12]([N+:17]([O-:19])=[O:18])=[C:11]([CH3:13])[C:10]([C:14]#[N:15])=[C:9]([CH3:16])[N:8]=1

参加物

4

反応物 3

HCID 944Nitric Acid2 回HCID 1118Sulfuric AcidHCID 37932996-Amino-2,4-dimethyl-3-pyridinecarbonitrile

生成物 1

HCID 544200312-Amino4,6-dimethyl-3-nitro-5-pyridinecarbonitrile収率 55.2%

反応条件

温度
55 °C

実験手順

To 10 mL of H2SO4 (97%) kept in an ice-bath was added portionwise 2.45 g (16.6 mmol) of 2-amino-4,6-dimethyl-5-pyridinecarbonitrile (16) and it was stirred for 30 min. The resulting solution was heated at 55° C. and 1.2 mL (18.8 mmol) of HNO3 (d=1.41, 69-70%) was added dropwise. The solution was heated at 55°-60° C. for 3 h after addition of HNO3. It was cooled to room temperature and poured into 60 mL of ice-water. The yellow precipitate was filtered, washed with water, and dried to leave a yellow solid (1.76 g, 55%). 1H NMR (CDCl3), 2.612 (s, 3), 2.716 (s, 3), 6.51 (mb, 2).

後処理

  1. temperatureThe solution was heated at 55°-60° C. for 3 h
  2. temperatureIt was cooled to room temperature
  3. filtrationThe yellow precipitate was filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-51ff5ba0bdc84da28ec8b40775622bd3
出典データセット
uspto-grants-1999_01
特許番号
US05863916

関連ノート

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