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Ethylamine → 4,6-Dichloro-2-ethylamino-5-pyrimidinecarbonitrile

HRID 372637
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HRID 372637 반응식
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]#[N:10])=[C:4]([Cl:11])[N:3]=1.[CH2:12]([NH2:14])[CH3:13]>CC(C)=O>[Cl:11][C:4]1[C:5]([C:9]#[N:10])=[C:6]([Cl:8])[N:7]=[C:2]([NH:14][CH2:12][CH3:13])[N:3]=1
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참가 물질

4

반응물 2

HCID 6341EthylamineHCID 2509452,4,6-Trichloro-5-cyanopyrimidine

생성물 1

HCID 205102564,6-Dichloro-2-ethylamino-5-pyrimidinecarbonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A stirred solution of 12.9 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile in 150 ml of acetone was cooled to -10°, and 7.7 grams of an aqueous 70% ethylamine solution was added dropwise during 2 hours. The temperature of the reaction mixture was maintained at -10° throughout the addition. Following complete addition, the reaction mixture was allowed to warm to room temperature, where it stood for 16 hours. Then most of the acetone was removed by evaporation under reduced pressure. The residue was extracted with a mixture of water and diethyl ether. The ether layer was separated and dried over magnesium sulfate. The dried ether layer was filtered, and the ether was removed under reduced pressure. The residue was recrystallized from a mixture of methylcyclohexane and benzene, then from carbon tetrachloride, to give 4.2 grams of 4,6-dichloro-2-ethylamino-5-pyrimidinecarbonitrile; mp, 145-150°.

후처리

  1. temperatureThe temperature of the reaction mixture was maintained at -10° throughout the addition
  2. additionaddition
  3. customThen most of the acetone was removed by evaporation under reduced pressure
  4. extractionThe residue was extracted with a mixture of water and diethyl ether
  5. customThe ether layer was separated
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe dried ether layer was filtered
  8. customthe ether was removed under reduced pressure
  9. customThe residue was recrystallized from a mixture of methylcyclohexane and benzene

출처 및 근거

ORD 기록
ord-82b021f87c5c4064bcb8e4d668f423d2
출처 데이터셋
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04092150

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