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

HRID 396965ノート

反応式

HRID 396965 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-57d2bf9c8e474000b8f9444aebaa9963
出典データセット
uspto-grants-2003_08
特許番号
US06608201B2

反応ノート

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