Hydrochloric Acid → 3-Amino-5-nitro-4-phenylbenzoic acid

HRID 1605542노트

반응식

HRID 1605542 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:19]([O-])=O)[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].S(S([O-])=O)([O-])=O.[Na+].[Na+].Cl>N1C=CC=CC=1.O>[NH2:19][C:11]1[CH:10]=[C:6]([CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]([OH:9])=[O:8]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 24489Sodium DithioniteHCID 124087663,5-Dinitro-4-phenylbenzoic acid

생성물 1

HCID 124087693-Amino-5-nitro-4-phenylbenzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

To a stirred solution of 3,5-dinitro-4-phenylbenzoic acid (135 g) in a mixture of pyridine (625 ml) and water (625 ml), sodium dithionite (235 g) is added in portions during about 30 minutes, keeping the temperature at 12°-15° C by external cooling. After additional stirring at this temperature for about 15 minutes, the resulting solution is acidified by the addition of conc. hydrochloric acid (750 ml), keeping the temperature below 25° C by the addition of ice to the reaction mixture. The mixture is left for about 20 hours, and the resulting precipitate is then collected by filtration, washed with water and dried. After recrystallization from aqueous ethanol, 3-amino-5-nitro-4-phenylbenzoic acid is obtained with a melting point of 247°-249° C (dec.).

후처리

  1. additionis added in portions during about 30 minutes
  2. customat 12°-15° C
  3. customthe temperature below 25° C
  4. additionby the addition of ice to the reaction mixture
  5. waitThe mixture is left for about 20 hours
  6. filtrationthe resulting precipitate is then collected by filtration
  7. washwashed with water
  8. customdried
  9. customAfter recrystallization from aqueous ethanol

출처 및 근거

ORD 기록
ord-954b84b002164923a87f2fa225187a1e
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03950380

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