Methoxyacetic Acid → 2-Methoxymethyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

HRID 1006608ノート

反応式

HRID 1006608 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][CH:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:17][O:18][CH2:19][C:20](O)=O.[OH-].[Na+]>O>[CH3:17][O:18][CH2:19][C:20]1[N:12]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=1

参加物

5

反応物 3

HCID 12251Methoxyacetic AcidHCID 14798Sodium HydroxideHCID 11298872N4-(2-methylpropyl)quinoline-3,4-diamine

生成物 1

HCID 152244182-Methoxymethyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

3-Amino-4-(2-methylpropylamino)quinoline (5.0 g; 0.023 mol) and methoxyacetic acid (20 mL) were mixed and heated at about 200° C. until all bubbling had stopped. Heating was continued for 5-10 min longer and the dark solution was allowed to cool to room temperature. The solution was diluted with water, made strongly basic with 50% sodium hydroxide and extracted with ether. The combined extracts were dried over magnesium sulfate and evaporated to dryness to yield 5.2 g of crude product. The crude product was used as such for further reactions. A small sample was recrystallized from ether to yield nearly colorless crystals, m.p. 96-99° C. Analysis: Calculated: C, 71.4; H, 7.1; N, 15.6. Found: C, 71.1; H, 7.0; N, 15.6.

後処理

  1. temperatureHeating
  2. temperatureto cool to room temperature
  3. extractionextracted with ether
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-2f3f1f1f672c4590b59bb5f1a70dae79
出典データセット
uspto-grants-2004_09
特許番号
US06790961B2

反応ノート

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