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

HRID 1386256ノート

反応式

HRID 1386256 の反応式
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]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 216992855-Methoxy-4-(3-morpholinopropoxy)-2-nitrobenzamide2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

Concentrated hydrochloric acid (30 ml) was added to a suspension of 5-methoxy-4-(3-morpholinopropoxy)-2-nitrobenzamide (5.67 g) 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 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 column, 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-methoxy-4-(3-morpholinopropoxy)benzamide as a hydrochloride salt (4.67 g, 75%) as beige crystals.

後処理

  1. temperaturewas then heated 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 column
  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

出典と根拠

ORDレコード
ord-af96395ac1344e1db0d670dd10690698
出典データセット
uspto-grants-2001_07
特許番号
US06265411B1

反応ノート

読み込み中…