Reaction #1597010

ord-5ace2d997d65417db4e484ebe00cdb89

Reaction equation

Nc1ccc(O)c(C(=O)O)c1
5-aminosalicylic acid
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
→
O=C(Nc1ccc(O)c(C(=O)O)c1)c1ccc([N+](=O)[O-])cc1
5-(4-nitrobenzoyl)aminosalicylic acid
Yield 56.0%

Reactants

Nc1ccc(O)c(C(=O)O)c1
5-aminosalicylic acid
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherin Synthesis Example 1

Procedure

By following the similar procedure in Synthesis Example 1 by using 5-aminosalicylic acid (500 mg, 3.26 mmole) and 4-nitrobenzoyl chloride (700 mg, 3.77 mmole), 550 mg (56% yield) of 5-(4-nitrobenzoyl)aminosalicylic acid was obtained as a pale yellow solid.: mp 270-271° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08211878B2uspto-grants-2012_07