Water → 2-Ethyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

HRID 258244ノート

反応式

HRID 258244 の反応式
[CH3:1][CH:2]([CH3:16])[CH2:3][NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][C:6]=1[NH2:15].O.[OH-].[NH4+].[C:20](O)(=O)[CH2:21][CH3:22]>>[CH2:21]([C:22]1[N:4]([CH2:3][CH:2]([CH3:16])[CH3:1])[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[CH:7][C:6]=2[N:15]=1)[CH3:20]

参加物

5

反応物 4

HCID 962WaterHCID 1032Propionic AcidHCID 14923Ammonium HydroxideHCID 11298872N4-(2-methylpropyl)quinoline-3,4-diamine

生成物 1

HCID 197373162-Ethyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

反応条件

温度
120 °C

実験手順

A 16.55 g (0.077 mol) portion of N4 -(2-methylpropyl)-3,4-quinolinediamine (U.S. Pat. No. 4,689,338 example 16) was suspended in 100 mL of propionic acid and then heated at 120° C. for about 20 hours. After cooling to room temperature, the reaction mixture was poured into 300 mL of water, made basic with concentrated ammonium hydroxide, cooled in an ice bath and then extracted with diethyl ether. The volume of the ether extract was reduced under vacuum. The resulting precipitate was collected, rinsed with ether and dried to provide 11 g of crystalline solid, m.p. 72-73.5° C. Analysis: Calculated for C16H19N3 : %C, 75.8; %H, 7.6; %N, 16.6; Found: %C, 75.6; %H, 7.7; %N, 16.5.

後処理

  1. temperatureAfter cooling to room temperature
  2. temperaturecooled in an ice bath
  3. extractionextracted with diethyl ether
  4. extractionThe volume of the ether extract
  5. customThe resulting precipitate was collected
  6. washrinsed with ether
  7. customdried

出典と根拠

ORDレコード
ord-963baccc56854978969595fdb7c4a4da
出典データセット
uspto-grants-1993_11
特許番号
US05266575

反応ノート

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