Sodium Hydroxide → 4,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile

HRID 372636

反応式

HRID 372636 の反応式
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]#[N:10])=[C:4]([Cl:11])[N:3]=1.[NH2:12][C:13]([CH3:17])([CH3:16])[C:14]#[N:15].[OH-].[Na+]>CC(C)=O.O>[Cl:11][C:4]1[C:5]([C:9]#[N:10])=[C:6]([Cl:8])[N:7]=[C:2]([NH:12][C:13]([C:14]#[N:15])([CH3:17])[CH3:16])[N:3]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 880222-Amino-2-methylpropionitrileHCID 2509452,4,6-Trichloro-5-cyanopyrimidine

生成物 1

HCID 537123174,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile収率 40.7%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

A stirred solution of 6.3 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile in 25 ml of acetone was cooled to -10°, and 2.5 grams of 2-amino-2-methylpropionitrile was added. With the reaction mixture at -10°, a solution of 1.3 grams of sodium hydroxide in 3.5 ml of water was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 30 minutes. The acetone was removed under reduced pressure; the residue was extracted with diethyl ether, and the extract was separated and dried over magnesium sulfate. The extract was filtered, and the filtrate was evaporated under reduced pressure, yielding a residue. The residue was recrystallized from methylcyclohexane to give 3.1 grams of 4,6-dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile; mp, 154-158°.

後処理

  1. additionUpon complete addition
  2. customThe acetone was removed under reduced pressure
  3. extractionthe residue was extracted with diethyl ether
  4. customthe extract was separated
  5. dry with materialdried over magnesium sulfate
  6. filtrationThe extract was filtered
  7. customthe filtrate was evaporated under reduced pressure
  8. customyielding a residue
  9. customThe residue was recrystallized from methylcyclohexane

出典と根拠

ORDレコード
ord-37b7226c088f4ba2876aa64ddccc1333
出典データセット
uspto-grants-1978_05
特許番号
US04092150

関連ノート

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