Hydrochloric Acid → 4-Anilino-3-nitrobenzoic acid

HRID 74145

반응식

HRID 74145 반응식
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(O)C.Cl>O>[N+:11]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:2]=1[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:6]([OH:8])=[O:7])([O-:13])=[O:12]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 6115AnilineHCID 679874-Fluoro-3-nitrobenzoic acid

생성물 1

HCID 38243664-Anilino-3-nitrobenzoic acid수율 96.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

An eggplant flask was charged with 4-fluoro-3-nitrobenzoic acid (2.51 g, 13.56 mmol), aniline (2.52 g, 27.12 mmol), and ethanol (9.5 mL), and this was heated to reflux with stirring for 16 hours. After cooling to room temperature, the mixture was poured into dilute hydrochloric acid (1 M, 50 mL), diluted with distilled water (100 mL), was left to stir as is at room temperature for 30 minutes. The precipitated crystals were filtered off, and washed successively with dilute hydrochloric acid (1 M, with approx. 3 mL 3 times), distilled water (approx. 5 mL 2 times), and with diethyl ether (approx. 3 mL). The crystals obtained were dried at reduced pressure with heating to yield the title compound (3.39 g, quant.) as a reddish-orange solid.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux
  3. waitwas left
  4. stirringto stir
  5. waitas is at room temperature for 30 minutes
  6. filtrationThe precipitated crystals were filtered off
  7. washwashed successively with dilute hydrochloric acid (1 M, with approx. 3 mL 3 times)
  8. distillationdistilled water (approx. 5 mL 2 times)
  9. customThe crystals obtained
  10. customwere dried at reduced pressure
  11. temperaturewith heating

출처 및 근거

ORD 기록
ord-1e742260cb784dd8b2f181dcc70b9af3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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