Reaktion #62856

ord-59d9ecf81f1c4d51bdbef875b42cf00b

Reaktionsgleichung

Cc1c(F)cc(C(=O)O)c(Cl)c1[N+](=O)[O-]
2-chloro-5-fluoro-4-methyl-3-nitro-benzoic acid
O=S([O-])S(=O)[O-].[Na+].[Na+]
Na2S2O4
Cl
HCl
→
Cc1c(F)cc(C(=O)O)c(Cl)c1N
3-Amino-2-chloro-5-fluoro-4-methyl-benzoic acid

Edukte

Cc1c(F)cc(C(=O)O)c(Cl)c1[N+](=O)[O-]
2-chloro-5-fluoro-4-methyl-3-nitro-benzoic acid
O=S([O-])S(=O)[O-].[Na+].[Na+]
Na2S2O4
Cl
HCl

Reagenzien

Keine

Lösungsmittel

O
water
COCCO
glycol monomethyl ether
O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooled
  2. 2
    SonstigeThe solid which has precipitated
  3. 3
    Sonstigeis isolated
  4. 4
    Sonstigedried

Vorschrift

18.5 g of 2-chloro-5-fluoro-4-methyl-3-nitro-benzoic acid and 51.5 g of Na2S2O4 are boiled in a mixture of 160 ml of glycol monomethyl ether and 160 g of water for 3 hours. 230 ml of 1/2-concentrated HCl are added to the still warm solution. The mixture is boiled up once more, cooled and poured into 560 ml of water. The solid which has precipitated is isolated and dried. Yield: 12.4 g, melting point: 182°-84°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762844uspto-grants-1988_08