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

HRID 1785309

반응식

HRID 1785309 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7cbb34cd19a849b0a82cafe0f9ba6d7b
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504410B2

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