Ammonium Hydroxide → 4-(4-aminophenyl)-1H-pyrrole-3-carboxamide

HRID 734627노트

반응식

HRID 734627 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:13]([O:15]CC)=O)=[CH:10][NH:11][CH:12]=2)=[CH:4][CH:3]=1.[OH-].[NH4+:19]>C(OCC)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:13]([NH2:19])=[O:15])=[CH:10][NH:11][CH:12]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 69064082ethyl 4-(4-aminophenyl)-1H-pyrrole-3-carboxylate

생성물 1

HCID 451167614-(4-aminophenyl)-1H-pyrrole-3-carboxamide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
80 °C

실험 절차

A suspension of 0.07 g (0.304 mmol) of ethyl 4-(4-aminophenyl)-1H-pyrrole-3-carboxylate in 10 cm3 of a 22% aqueous ammonium hydroxide solution is heated in an autoclave at a temperature in the region of 80° C. for 84 hours. After stopping the heating and then returning to ambient temperature and pressure, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) to give an orange solid which is purified by flash chromatography [eluent: dichloromethane/methanol/acetonitrile (98/1/1 by volume)]. After concentrating the fractions under reduced pressure, a residue is obtained which is stirred in 10 cm3 of diethyl ether and then filtered and dried under reduced pressure (2.7 kPa) to give 0.02 g of 4-(4-aminophenyl)-1H-pyrrole-3-carboxamide, in the form of a brown solid: EI: m/z=201 (M+) base peak, m/z=185 (M−NH2+), m/z=157 (M-CONH2+).

후처리

  1. customthen returning to ambient temperature
  2. concentrationpressure, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customto give an orange solid which
  4. customis purified by flash chromatography [eluent: dichloromethane/methanol/acetonitrile (98/1/1 by volume)]
  5. concentrationAfter concentrating the fractions under reduced pressure
  6. customa residue is obtained which
  7. filtrationfiltered
  8. customdried under reduced pressure (2.7 kPa)

출처 및 근거

ORD 기록
ord-f19f91335b8d43d78963a6916eb2069f
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592365B2

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