Hydrochloric Acid → 2-Chloro-4-(isobutyrylamino)benzoic acid

HRID 359051

Reaktionsgleichung

Reaktionsgleichung von HRID 359051
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([Cl:11])[CH:3]=1.C(=O)(O)[O-].[Na+].[CH3:17][CH:18]([CH3:22])[C:19](Cl)=[O:20].Cl>O.COCCOC>[Cl:11][C:4]1[CH:3]=[C:2]([NH:1][C:19](=[O:20])[CH:18]([CH3:22])[CH3:17])[CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 171544-Amino-2-chlorobenzoic acidHCID 62325Isobutyryl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 216426412-Chloro-4-(isobutyrylamino)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

4-Amino-2-chlorobenzoic acid was stirred in water (60 ml) and 1,2-dimethoxyethane (25 ml) with sodium bicarbonate (5.04 g) and the brown suspension cooled to 0°-5° C. 2-Methylpropionyl chloride (4.26 g) was added dropwise over 10 minutes with vigorous stirring, and the mixture was then stirred at 0°-10° C. for 2 hours. The mixture was poured into 2 M hydrochloric acid and the pale brown precipitate washed with water and filtered and dried to give 2-chloro-4-(2'-methylpropionamido)benzoic acid as a pale brown crystalline solid (6.30 g), m.p. 206°-209° C.

Aufarbeitung

  1. washthe pale brown precipitate washed with water
  2. filtrationfiltered
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dfd5889996df4080a861d181a4e1deaa
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999381

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