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

HRID 372636

반응식

HRID 372636 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-37b7226c088f4ba2876aa64ddccc1333
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04092150

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