Triethylamine → Ethyl 2-(1-methyl-2-(thiophen-2-ylmethylcarbamoyl)hydrazinyl)acetate

HRID 1254480ノート

反応式

HRID 1254480 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8](=[O:19])OC1C=CC([N+]([O-])=O)=CC=1.[CH3:20][N:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[NH2:22].C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[CH3:20][N:21]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[NH:22][C:8](=[O:19])[NH:7][CH2:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 20288078Ethyl 2-(1-methylhydrazinyl)acetateHCID 670755344-Nitrophenyl thiophen-2-ylmethylcarbamate

生成物 1

HCID 67088516Ethyl 2-(1-methyl-2-(thiophen-2-ylmethylcarbamoyl)hydrazinyl)acetate収率 46.2%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To the solution of 4-nitrophenyl thiophen-2-ylmethylcarbamate (Compound XII-1) 3.14 g (11 mmol) in dichloromethane 20 ml, ethyl 2-(1-methylhydrazinyl)acetate (Compound XV-2) 2.98 g (22.6 mmol) and triethylamine 2.36 ml (17 mmol) was added at 0° C. and stirred at additional 4.5 hours. The reaction mixture was diluted with ethyl acetate 100 ml and washed with water 10 ml and brine 75 ml. The organic phase was dried with magnesium sulfate and filtered. The filtrate was concentrated in vacuo. The residue was submitted to silcagel chromatography to obtain the title compound 1.38 g (45%).

後処理

  1. washwashed with water 10 ml and brine 75 ml
  2. dry with materialThe organic phase was dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-9f5ca75a34e44eedab4fb836d3ec2571
出典データセット
uspto-grants-2013_06
特許番号
US08455488B2

反応ノート

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