2-Amino-5-nitrobenzoic acid → HCID 178526470, compound

HRID 240566

Reaction equation

HRID 240566 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=O.C(O)(=O)C.[CH:18](N)=[NH:19]>COC(O)C>[N+:11]([C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[CH:18][N:19]=[C:4]2[OH:6])([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 120322-Amino-5-nitrobenzoic acidHCID 160693Formamidine acetate

Product 1

HCID 178526470HCID 178526470, compound

Reagents, catalysts & solvents 1

HCID 30156371-MethoxyethanolSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 2-amino-5-nitrobenzoic acid (1000 g, 5 mol) and formamidine acetate (1000 g, 10 mol) were dissolved in methoxyethanol (4 L) and heated to 115° C. for 16 hours. After cooling the mixture to room temperature, ice water (5 L) was added and the mixture was stirred for 30 minutes before collecting the product (125 g, 14%) by filtration.

Workup

  1. temperatureAfter cooling the mixture to room temperature
  2. custombefore collecting the product (125 g, 14%)
  3. filtrationby filtration

Sources & evidence

ORD record
ord-c6eaa425e0df4e24ab878d970d8aa4c3
Source dataset
uspto-grants-2014_02
Patent number
US08648087B2

Linked notes

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