Ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine → ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine

HRID 481137

반응식

HRID 481137 반응식
[CH2:1]([N:3]([CH2:8][C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[C:11]([Cl:18])[C:10]=1[Cl:19])[CH2:4][C:5]([OH:7])=[O:6])[CH3:2]>[Pt]>[CH2:1]([N:3]([CH2:8][C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[C:11]([Cl:18])[C:10]=1[Cl:19])[CH2:4][C:5]([OH:7])=[O:6])[CH3:2]

참가 물질

3

반응물 1

HCID 22439334Ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine2회

생성물 1

HCID 67080112ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine

시약·촉매·용매 1

HCID 23939Platinum촉매

실험 절차

Ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine (compound VI) may also be catalytically hydrogenated using a sulfided platinum on carbon catalyst under hydrogen pressure. The catalyst is then removed by filtration and the filtrate concentrated, diluted with water and an organic solvent and basified using an alkali to a pH of about 9-10. The organic phase is separated and concentrated and the crude material purified by low temperature recrystallization to give ethyl-(6-amino-2,3-dichlorobenzyl)glycine (compound I). 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)one (compound III) may be prepared from compound II by suspending 5,6-dichloro-3,4-dihydro-2(1H)iminoquinazoline-3-acetate HBR (compound II) in water and adding an organic base such as TEA. After filtering the solution the filtered cake is washed in water and the solids suspended in alcohol. After filtering, the solids are rinsed in an alcohol and dried to give compound III.

후처리

  1. customThe catalyst is then removed by filtration
  2. concentrationthe filtrate concentrated
  3. additiondiluted with water
  4. customThe organic phase is separated
  5. concentrationconcentrated
  6. customthe crude material purified by low temperature recrystallization

출처 및 근거

ORD 기록
ord-13078e11f0c1437fae99de3ec5765b6e
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653500B2

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