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Potassium Carbonate → 4-[N-(5,6-di-p-tolylpyrazin-2-yl)-N-methylamino]-1-butanol

HRID 1271275
ノート
印刷プレビュー

反応式

HRID 1271275 の反応式
Cl[C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[N:3]=1.[CH3:22][NH:23][CH2:24][CH2:25][CH2:26][CH2:27][OH:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:11]1([CH3:14])[CH:12]=[CH:13][C:8]([C:5]2[N:6]=[CH:7][C:2]([N:23]([CH2:24][CH2:25][CH2:26][CH2:27][OH:28])[CH3:22])=[N:3][C:4]=2[C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:9][CH:10]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 98339374-(Methylamino)butan-1-olHCID 233239745-Chloro-2,3-bis(4-methylphenyl)pyrazine

生成物 1

HCID 184526564-[N-(5,6-di-p-tolylpyrazin-2-yl)-N-methylamino]-1-butanol収率 75%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 3.00 g of 2-chloro-5,6-di-p-tolylpyrazine and 1.57 g of 4-(methylamino)-1-butanol in 15 ml of N,N-dimethylformamide, 2.26 g of potassium carbonate was added. After heating with stirring at 100° C. for 26 hours, the reaction solution was extracted with diethyl ether after adding ice water. The extract was washed in turn with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography and the resulting crystal was washed with diisopropyl ether to obtain 2.76 g of the desired compound as a colorless crystal having a melting point of 94 to 96° C.

後処理

  1. temperatureAfter heating
  2. extractionthe reaction solution was extracted with diethyl ether
  3. additionafter adding ice water
  4. washThe extract was washed in turn with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography
  8. washthe resulting crystal was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-7cd95efa6d314b7182fd36d4a0008ee7
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07205302B2

反応ノート

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