Ammonium Hydroxide → o-Desmethyl metoclopramide

HRID 620246

반응식

HRID 620246 반응식
[OH-].[NH4+].Cl.[NH2:4][C:5]1[C:20]([Cl:21])=[CH:19][C:8]([C:9]([NH:11][CH2:12][CH2:13][N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])=[O:10])=[C:7]([OH:22])[CH:6]=1>O>[NH2:4][C:5]1[C:20]([Cl:21])=[CH:19][C:8]([C:9]([NH:11][CH2:12][CH2:13][N:14]([CH2:15][CH3:16])[CH2:17][CH3:18])=[O:10])=[C:7]([OH:22])[CH:6]=1

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 141168774-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-hydroxybenzamide hydrochloride

생성물 1

HCID 9817332o-Desmethyl metoclopramide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To stirred concentrated ammonium hydroxide (6 ml) was added 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-hydroxybenzamide hydrochloride (3.0 grams, 0.0093 mole) and the mixture stirred an additional five minutes followed by the addition of three to four ml of water and another five minute stirring. After filtration the solid was washed two times with three ml of water each time to give, after drying, 2.37 g of the title compound, mp 134°-136° C. NMR spectrum (90 MHz) in CDCl3 gave the following resonances δ: 7.26 (s, 1H); 6.90 (s, 1H); 6.14 (s, 1H); 4.39 (s, 2H); 3.40 (s, 2H); 2.60 (multiplet, 6H); 1.06 (t, 6H).

후처리

  1. stirringstirring
  2. filtrationAfter filtration the solid
  3. washwas washed two times with three ml of water each time
  4. customto give
  5. customafter drying
  6. customNMR spectrum (90 MHz) in CDCl3 gave the following resonances

출처 및 근거

ORD 기록
ord-4f0df26f1e5449f98bd2639c6581b88b
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04820715

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