Hydrochloric Acid → Benzoic acid,3-amino-5-(aminosulfonyl)-4-(3-chlorophenoxy)-

HRID 1287720노트

반응식

HRID 1287720 반응식
[Cl-].[NH4+].Cl.[Cl:4][C:5]1[CH:6]=[C:7]([CH:25]=[CH:26][CH:27]=1)[O:8][C:9]1[C:17]([S:18](=[O:21])(=[O:20])[NH2:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[N+:22]([O-])=O.[OH-].[Na+]>[Fe].O>[NH2:22][C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([S:18](=[O:20])(=[O:21])[NH2:19])[C:9]=1[O:8][C:7]1[CH:25]=[CH:26][CH:27]=[C:5]([Cl:4])[CH:6]=1)[C:13]([OH:15])=[O:14]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 215060844-(m-Chlorophenoxy)-3-nitro-5-sulphamyl-benzoic acid

생성물 1

HCID 21506064Benzoic acid,3-amino-5-(aminosulfonyl)-4-(3-chlorophenoxy)-

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

실험 절차

A mixture of ammonium chloride (1.2 g), metallic iron powder (11 g), concentrated hydrochloric acid (0.05 ml), and water (30 ml) was heated on a steam bath. 4-(m-Chlorophenoxy)-3-nitro-5-sulphamyl-benzoic acid (3 g) was added while stirring, and the heating was continued for 6 hours. Then 1N sodium hydroxide (50 ml) was added, and the reaction mixture was filtered. The filter cake was washed twice with 1N sodium hydroxide (50 ml each time). The combined filtrates were adjusted to a pH of 2.5 by the addition of 4N hydrochloric acid. After cooling, the precipitated 3-amino-4-(m-chlorophenoxy)-5-sulphamyl-benzoic acid was collected by suction, and recrystallized from aqueous ethanol. The melting point was 239°-240°C.

후처리

  1. temperaturewas heated on a steam bath
  2. filtrationthe reaction mixture was filtered
  3. washThe filter cake was washed twice with 1N sodium hydroxide (50 ml each time)
  4. additionThe combined filtrates were adjusted to a pH of 2.5 by the addition of 4N hydrochloric acid
  5. temperatureAfter cooling
  6. customthe precipitated 3-amino-4-(m-chlorophenoxy)-5-sulphamyl-benzoic acid was collected by suction
  7. customrecrystallized from aqueous ethanol

출처 및 근거

ORD 기록
ord-01c1a4d0d1ca4d53a4000c1c151bc72e
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03985777

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