N-(2-fluorophenyl)acetamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Acetic anhydride (57 mL, 0.6 mol) was added slowly, over approximately 40 min, to stirred 2-fluoroaniline (27, 55.7 g, 0.5 mol) under cooling (water bath) to maintain the reaction temperature at 60° C. to 70° C. After 10 hours more, the reaction mixture was poured into H2O, the whole was extracted with ethyl acetate (2×300 mL). The combined organic extracts were washed with 5% aqueous NaHCO3, brine, dried (K2CO3), filtered and concentrated to provide the title compound as a white solid (67.0 g, 88%). to maintain the reaction temperature at 60° C. to 70° C the whole was extracted with ethyl acetate (2×300 mL) The combined organic extracts were washed with 5% aqueous NaHCO3, brine dried (K2CO3) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice-water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice-water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°C, with icewater cooling. While stirring for 4 hours at 25°-27°C, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45°C to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°C. cooling 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts of ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°C

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°C, with icewater cooling. While stirring for 4 hours at 25°-27°C, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45°C to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°C. cooling 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts of ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°C

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27° C., with ice-water cooling. While stirring for 4 hours at 25°-27° C., 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° C. to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155° C. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts of ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid was treated with 71 parts of chlorine during one hour at 25°-27° C. with ice-water cooling. While stirring for 4 hours at 25°- 27° C., 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts of ice. The resulting second portion of product precipitated was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° C. to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155° C. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts of ice The resulting second portion of product precipitated was collected by filtration recrystallized from 700 parts of methanol at -45° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Acetic anhydride (57 mL, 0.6 mol) was added slowly, over approximately 40 min, to stirred 2-fluoroaniline (27, 55.7 g, 0.5 mol) under cooling (water bath) to maintain the reaction temperature at 60° C. to 70° C. After 10 hours more, the reaction mixture was poured into H2O, the whole was extracted with ethyl acetate (2×300 mL). The combined organic extracts were washed with 5% aqueous NaHCO3, brine, dried (K2CO3), filtered and concentrated to provide the title compound as a white solid (67.0 g, 88%). to maintain the reaction temperature at 60° C. to 70° C the whole was extracted with ethyl acetate (2×300 mL) The combined organic extracts were washed with 5% aqueous NaHCO3, brine dried (K2CO3) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Acetic anhydride (57 mL, 0.6 mol) was added slowly, over approximately 40 min, to stirred 2-fluoroaniline (27, 55.7 g, 0.5 mol) under cooling (water bath) to maintain the reaction temperature at 60° C. to 70° C. After 10 hours more, the reaction mixture was poured into H2O, the whole was extracted with ethyl acetate (2×300 mL). The combined organic extracts were washed with 5% aqueous NaHCO3, brine, dried (K2CO3), filtered and concentrated to provide the title compound as a white solid (67.0 g, 88%). to maintain the reaction temperature at 60° C. to 70° C the whole was extracted with ethyl acetate (2×300 mL) The combined organic extracts were washed with 5% aqueous NaHCO3, brine dried (K2CO3) filtered concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice-water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured over 2000 parts ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured over 2000 parts ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured into 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured into 2000 parts of ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Seventy-one parts of liquid chlorine were added to a solution of 140 parts of 2'-fluoroacetanilide in 500 parts glacial acetic acid, during one hour, at 25°-27°, with ice water cooling. While stirring for 4 hours at 25°-27°, 4'-chloro-2'-fluoroacetanilide precipitated. After collecting the product by filtration, the filtrate was poured into 2000 parts of ice. The resulting second portion of precipitated product was collected by filtration, combined with the first portion and recrystallized from 700 parts of methanol at -45° to yield 119 parts of 4'-chloro-2'-fluoroacetanilide as white crystals melting at 152°-155°. 4'-chloro-2'-fluoroacetanilide precipitated After collecting the product by filtration the filtrate was poured into 2000 parts of ice The resulting second portion of precipitated product was collected by filtration recrystallized from 700 parts of methanol at -45°