Hydrochloric Acid → 2-[Acetyl(carboxymethyl)amino]benzoic acid

HRID 1162164

Reaktionsgleichung

Reaktionsgleichung von HRID 1162164
C(=O)([O-])[O-].[Na+].[Na+].[C:7]([CH2:10][NH:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])([OH:9])=[O:8].[C:21](OC(=O)C)(=[O:23])[CH3:22].Cl>O>[C:21]([N:11]([CH2:10][C:7]([OH:9])=[O:8])[C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])(=[O:23])[CH3:22]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 69161N-(2-carboxyphenyl)glycine

Produkt 1

HCID 7151462-[Acetyl(carboxymethyl)amino]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of sodium carbonate (89 g, 0.84 mol) in water (830 mL), 2-(carboxymethylamino)benzoic acid of Example 1a (100 g, 0.84 mol) was added in small portions at room temperature under stirring while a clear solution was formed. Acetic anhydride (85.68 g, 0.84 mol) was added dropwise at room temperature under stirring. The reaction mixture was stirred for 30 min, and 37% aqueous hydrochloric acid (140 mL) was added dropwise. The product precipitated slowly. The solid product was filtered off in 12 h, washed with water (3×150 mL) and air-dried to afford 110 g (91%), m.p. 206° C.

Aufarbeitung

  1. customwas formed
  2. stirringunder stirring
  3. stirringThe reaction mixture was stirred for 30 min
  4. customThe product precipitated slowly
  5. filtrationThe solid product was filtered off in 12 h
  6. washwashed with water (3×150 mL)
  7. customair-dried
  8. customto afford 110 g (91%), m.p. 206° C.

Quellen und Nachweise

ORD-Eintrag
ord-dfba3fce230f4807a8668f1996cd9fbf
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820691B2

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