Triethylamine → [[(3-Nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester

HRID 1785309

反応式

HRID 1785309 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]=[C:11]=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Cl.[CH3:14][O:15][C:16](=[O:19])[CH2:17][NH2:18].C(N(CC)CC)C>ClCCl>[CH3:14][O:15][C:16](=[O:19])[CH2:17][NH:18][C:11]([NH:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:12]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 768353-Nitrophenyl isocyanateHCID 122755Glycine methyl ester hydrochloride

生成物 1

HCID 10934009[[(3-Nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester収率 97.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of 3-nitrophenyl isocyanate (10 g, 61 mmol) and glycine methyl ester hydrochloride (8.4 g, 67 mmol, 1.1 equiv.) in dichloromethane (250 mL) was added triethylamine (10 mL, 72 mmol, 1.2 equiv.) at 0° C. The resulting solution was stirred at room temperature overnight. The resulting dark brown solution was concentrated and triturated in water to give a light yellow suspension. The suspension was filtered and the filter cake was washed with water and air-dried to give [[[(3-nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester (15 g) in quantitative yield.

後処理

  1. concentrationThe resulting dark brown solution was concentrated
  2. customtriturated in water
  3. customto give a light yellow suspension
  4. filtrationThe suspension was filtered
  5. washthe filter cake was washed with water
  6. customair-dried

出典と根拠

ORDレコード
ord-7cbb34cd19a849b0a82cafe0f9ba6d7b
出典データセット
uspto-grants-2009_03
特許番号
US07504410B2

関連ノート

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