Hydrazine hydrate (1:1) → N-(3-(hydrazinecarbonyl)-4-methylthiophen-2-yl)-2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamide

HRID 2097979ノート

反応式

HRID 2097979 の反応式
O.[NH2:2][NH2:3].[CH3:4][C:5]1[C:6]([C:25](OC)=[O:26])=[C:7]([NH:10][C:11](=[O:24])[CH2:12][N:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][CH2:15][C:14]2=[O:23])[S:8][CH:9]=1>C(O)C.[Cl-].[Na+].O>[NH:2]([C:25]([C:6]1[C:5]([CH3:4])=[CH:9][S:8][C:7]=1[NH:10][C:11](=[O:24])[CH2:12][N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15][C:14]1=[O:23])=[O:26])[NH2:3]

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 53322984Methyl 4-methyl-2-(2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamido)thiophene-3-carboxylate

生成物 1

HCID 68755429N-(3-(hydrazinecarbonyl)-4-methylthiophen-2-yl)-2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamide収率 79%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
50 °C

実験手順

Hydrazine monohydrate (0.059 mL, 1.23 mmol) was added to a solution of methyl 4-methyl-2-(2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamido)thiophene-3-carboxylate (221 mg, 0.616 mmol) in ethanol (2 mL) and the resulting solution was stirred at 50° C. for 24 h. The mixture was diluted with brine and extracted with ethyl acetate. The organic phase was separated, dried (Na2SO4), filtered, concentrated under vacuum to give N-(3-(hydrazinecarbonyl)-4-methylthiophen-2-yl)-2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamide (174 mg, 0.485 mmol, 79%). Retention time (min)=1.435, method [1], MS (ESI) 359.1 (M+H).

後処理

  1. extractionextracted with ethyl acetate
  2. customThe organic phase was separated
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-0709b6f386b44d048348346697e9861b
出典データセット
uspto-grants-2013_05
特許番号
US08450363B2

反応ノート

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