Butylamine → 2-Butylamino-4-chloro-5-methylsulfonylbenzoic acid

HRID 1606600Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1606600
Cl[C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:16]([NH2:20])[CH2:17][CH2:18][CH3:19]>CCOCCO>[CH2:16]([NH:20][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])[CH2:17][CH2:18][CH3:19]

Komponenten

4

Edukt 2

HCID 8007ButylamineHCID 221013652,4-Dichloro-5-methanesulfonylbenzoic acid

Produkt 1

HCID 215439782-Butylamino-4-chloro-5-methylsulfonylbenzoic acidAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8076Glycol monoethyl etherLösungsmittel

Versuchsvorschrift

A mixture of 2,4-dichloro-5-methylsulfonylbenzoic acid (6.0 g.; 0.0224 mole), butylamine (9 ml.) and ethyl cellosolve (20 ml.) is heated at reflux in a nitrogen atmosphere for 5 hours. The solvent is distilled at reduced pressure and the residue is dissolved in water (75 ml.) then treated with dilute hydrochloric acid which causes the product to precipitate. After recrystallization from butyl chloride there is collected 2.3 g. (34% yield) of 2-butylamino-4-chloro-5-methylsulfonylbenzoic acid, m.p. 187°-9° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux in a nitrogen atmosphere for 5 hours
  3. distillationThe solvent is distilled at reduced pressure
  4. dissolutionthe residue is dissolved in water (75 ml.)
  5. additionthen treated with dilute hydrochloric acid which
  6. customto precipitate
  7. customAfter recrystallization from butyl chloride
  8. customthere is collected 2.3 g

Quellen und Nachweise

ORD-Eintrag
ord-a1d6f3fcb4104a4ebf5e99b9250a2aab
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03953476

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