Reacción #62858

Ecuación de reacción

methyl 3-amino-2-chloro-5-fluoro-4-methylbenzoate

NaNO2 HCl

→

2,3-Dichloro-5-fluoro-4-methylbenzoic acid

Disolventes

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture is then warmed until no further gas
2. 2
   Otrois formed
3. 3
   TemperaturaAfter cooling
4. 4
   Otrothe solid which has precipitated
5. 5
   Otrois separated off
6. 6
   workup.ADDITIONAfter addition of 2.3 g of NaOH
7. 7
   Otrothe solid which has precipitated
8. 8
   Otrois isolated

Procedimiento

8 g of methyl 3-amino-2-chloro-5-fluoro-4-methylbenzoate are diazotized with NaNO2 /HCl in aqueous solution. This diazonium salt solution is added dropwise to a solution of 4.1 g of CuCl in 16 ml of concentrated HCl. The mixture is then warmed until no further gas is formed. After cooling, the solid which has precipitated is separated off and taken up in 30 ml of 50% strength EtOH. After addition of 2.3 g of NaOH, the mixture is boiled for 1 hour. After cooling to room temperature, the mixture is acidified with HCl and the solid which has precipitated is isolated. Melting point: 179°-80°. Yield: 5.2 g.

Fuente