Reaction #2827

Reaction equation

4-amino-3-nitrobenzoic acid

1-hydroxybenzotriazole

dicyclohexylcarbodiimide

morpholine

→

solid

4-amino-3-nitrobenzoic acid morpholide

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   FiltrationThe insolubles were filtered out
2. 2
   Washwashed with N,N-dimethylformamide
3. 3
   Concentrationconcentrated

Procedure

A mixture of 4-amino-3-nitrobenzoic acid (7.40 g), 1-hydroxybenzotriazole (6.59 g), dicyclohexylcarbodiimide (10.90 g), dry N,N-dimethylformamide (74 ml), and morpholine (4.3 ml) was stirred at room temperature for 2 hours. The insolubles were filtered out, and washed with N,N-dimethylformamide. The filtrate and the washing were combined, and concentrated to obtain a yellowish brown solid (16.01 g).

Source