Hydrochloric Acid → 2-Amino-5-methoxy-4-(3-morpholinopropoxy)benzamide

HRID 1597212노트

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HRID 1597212 반응식
Cl.[CH3:2][O:3][C:4]1[C:5]([O:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[CH:6][C:7]([N+:13]([O-])=O)=[C:8]([CH:12]=1)[C:9]([NH2:11])=[O:10]>CO.[Fe]>[NH2:13][C:7]1[CH:6]=[C:5]([O:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[C:4]([O:3][CH3:2])=[CH:12][C:8]=1[C:9]([NH2:11])=[O:10]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 216992855-Methoxy-4-(3-morpholinopropoxy)-2-nitrobenzamide2회

생성물 1

HCID 216992712-Amino-5-methoxy-4-(3-morpholinopropoxy)benzamide

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

Concentrated hydrochloric acid (30 ml) was added to a suspension of 5-methoxy-4-(3-morpholinopropoxy)-2-nitrobenzamide (5.67 g, 16.7 mmol) in methanol (150 ml) and the mixture was heated to 60° C. When the 5-methoxy-4-(3-morpholinopropoxy)-2-nitrobenzamide had dissolved, iron powder (5.6 g, 100 mmol) was added in portions to the reaction mixture which was then heated at 60° C. for 90 minutes. After cooling, the insolubles were removed by filtration through diatomaceous earth, the volatiles were removed from the filtrate by evaporation and the residue was purified on a Diaion (trade mark of Mitsubishi) HP20SS resin colurnn, eluting with water and then with hydrochloric acid (pH2). Concentration of the fractions by evaporation gave a precipitate which was collected by filtration and dried under vacuum over phosphorus pentoxide to give 2-amino-5-methoxy4-(3-morpholinopropoxy)benzamide as a hydrochloride salt (4.67 g, 75%) as beige crystals.

후처리

  1. temperaturewas then heated at 60° C. for 90 minutes
  2. temperatureAfter cooling
  3. customthe insolubles were removed by filtration through diatomaceous earth
  4. customthe volatiles were removed from the filtrate by evaporation
  5. customthe residue was purified on a Diaion (trade mark of Mitsubishi) HP20SS resin colurnn
  6. washeluting with water
  7. customConcentration of the fractions by evaporation
  8. customgave a precipitate which
  9. filtrationwas collected by filtration
  10. dry with materialdried under vacuum over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-92f5e21c8a0349ecb671cf74831e78b9
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294532B1

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