Water → HCID 68874499、化合物

HRID 2366636ノート

反応式

HRID 2366636 の反応式
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O.S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[K+].[K+].O>CC[N+]1C=CC(C2C=C[N+](CC)=CC=2)=CC=1.[Br-].[Br-].ClCCl>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=[CH:9][CH:8]=2

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24489Sodium Dithionite2 回HCID 68873567HCID 68873567、化合物

生成物 1

HCID 68874499HCID 68874499、化合物

試薬・触媒・溶媒 2

HCID 114742621,1'-Diethyl-4,4'-bipyridinium dibromide触媒HCID 6344Dichloromethane溶媒

実験手順

Ethyl N-(3-nitroquinolin-4-yl)-β-alaninate (62.0 g, 214 mmol, prepared as described in Part A of Example 15) was treated with sodium hydrosulfite (130.6 g, 750.1 mmol), potassium carbonate (117 g, 847 mmol), and ethyl viologen dibromide (0.802 g, 2.14 mmol) according to a modification of the method described in Part A of Example 8. After the reaction was stirred overnight, additional water (100 mL), dichloromethane, and sodium hydrosulfite (20.0 g, 115 mmol) were added, and the reaction was stirred for three additional hours. The organic layer was separated; washed with water (6×), saturated aqueous sodium bicarbonate, and brine; dried over magnesium sulfate; filtered; and concentrated under reduced pressure to provide 40.2 g of ethyl N-(3-aminoquinolin-4-yl)-β-alaninate.

後処理

  1. stirringthe reaction was stirred for three additional hours
  2. customThe organic layer was separated
  3. washwashed with water (6×), saturated aqueous sodium bicarbonate, and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationand concentrated under reduced pressure

出典と根拠

ORDレコード
ord-9dc6ce1a239343ca94f922e8563efc6a
出典データセット
uspto-grants-2014_04
特許番号
US08697873B2

反応ノート

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