Hydrochloric Acid → 8-(4-Chloro-benzenesulfonylamino)-4-(2-imidazol-1-yl-ethyl)-octanoic acid

HRID 465556Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465556
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH2:23][CH2:24][N:25]2[CH:29]=[CH:28][N:27]=[CH:26]2)[CH2:17][CH2:18][C:19]([O:21]C)=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH2:23][CH2:24][N:25]2[CH:29]=[CH:28][N:27]=[CH:26]2)[CH2:17][CH2:18][C:19]([OH:21])=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10094868Methyl 8-(p-chlorophenylsulfonamido)-4-[2-(1-imidazolyl)ethyl]-octanoate

Produkt 1

HCID 100255698-(4-Chloro-benzenesulfonylamino)-4-(2-imidazol-1-yl-ethyl)-octanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 0.117 g of methyl 8-(p-chlorophenylsulfonamido)-4-[2-(1-imidazolyl)ethyl]-octanoate in 3 ml methanol is mixed with 0.55 ml 1N aqueous sodium hydroxide. The mixture is heated at 50° for 4 h. The reaction mixture is neutralized with 0.55 ml 1N hydrochloric acid and the solvent is evaporated. The residue is triturated with methylene chloride and the organic layer evaporated to dryness. The yellow oil is triturated with ether to obtain 8-(p-chlorophenylsulfonamido)-4-[2-(1-imidazolyl)ethyl]-octanoic acid as a crystalline solid, NMR (CDCl3): delta 7.82 (d,2H), 7.45 (d,2H), 4.15 (m,2H), 2.35 (t,2H).

Aufarbeitung

  1. temperatureThe mixture is heated at 50° for 4 h
  2. customthe solvent is evaporated
  3. customThe residue is triturated with methylene chloride
  4. customthe organic layer evaporated to dryness
  5. customThe yellow oil is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-2c3ff6ff2bd04745974d882b49cb7b11
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05153214

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