Formamide → 4-Oxo-3,4-dihydroquinazoline-7-carboxylic acid

HRID 1094728

Reaction equation

HRID 1094728 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[CH:14]([NH2:16])=O>CC(C)=O>[O:5]=[C:4]1[C:3]2[C:2](=[CH:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][CH:7]=2)[N:1]=[CH:14][NH:16]1

Participants

4

Reactant 2

HCID 713FormamideHCID 27248222-Aminoterephthalic acid

Product 1

HCID 1354835884-Oxo-3,4-dihydroquinazoline-7-carboxylic acidYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 2-amino terephthalic acid (2 g, 11 mmol) and formamide (10 mL) was heated at 180° C. for 5 h. The reaction mixture was cooled to RT and acetone was added. The solid precipitated thus obtained was stirred for 2 h, filtered and dried to give 4-oxo-3,4-dihydroquinazoline-7-carboxylic acid in 80% yield.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. customThe solid precipitated thus
  3. customobtained
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-5c776617c0e549368e39fa55bb317b23
Source dataset
uspto-grants-2012_03
Patent number
US08133998B2

Linked notes

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