Water → 6-iodo-1H-quinazoline-2,4-dione

HRID 2301065

Reaction equation

HRID 2301065 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4](O)=[O:5].[NH2:12][C:13](N)=[O:14].O>CN1C(=O)CCC1>[I:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][C:13](=[O:14])[NH:12][C:4]2=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 1176UreaHCID 72911Benzoic acid, 2-amino-5-iodo-

Product 1

HCID 113806686-iodo-1H-quinazoline-2,4-dioneYield 87.4%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 2-amino-5-iodobenzoic acid (3.5 g) and urea (1.56 g) in NMP (15 ml) was heated at 160° C. for 6 hours then cooled. Water (200 ml) was added and the resultant precipitate was collected, washed with water and dried to give the title compound (3.35 g) as a solid. MS (CI): 289 (M+H)+.

Workup

  1. temperaturethen cooled
  2. customthe resultant precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-55b39c4db08a431c9102d98fe03163de
Source dataset
uspto-grants-2002_12
Patent number
US06498275B1

Linked notes

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