Reaction #710460

ord-d84848f7159b4522a4d7d69ea5449e08

Reaction equation

COC(=O)c1cc(Cl)cc(Cl)c1N
2-amino-3,5-dichlorobenzoic acid methyl ester
CC(C)(C)N
tert-butylamine
→
CC(C)(C)NC(=O)c1cc(Cl)cc(Cl)c1N
N-tert-butyl-2-amino-3,5-dichlorobenzamide
Yield 90.4%

Reactants

COC(=O)c1cc(Cl)cc(Cl)c1N
2-amino-3,5-dichlorobenzoic acid methyl ester
CC(C)(C)N
tert-butylamine

Reagents

None

Solvents

CO
methanol

Conditions

Temperature
64°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONwere added
  2. 2
    Otherreacted for 5 hours

Procedure

To a 100 mL round-bottom flask, 0.1 mol of 2-amino-3,5-dichlorobenzoic acid methyl ester having a structure as shown in VIII-1, 100 mL of methanol, and 0.4 mol of tert-butylamine were added, heated to 64° C. and reacted for 5 hours, after treatment 23.5 grams of N-tert-butyl-2-amino-3,5-dichlorobenzamide having a structural formula of III-1 was obtained, and the yield was 90.4%;

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09301529B2uspto-grants-2016_04