Formamide → HCID 178518218, compound

HRID 1921642Notes

Reaction equation

HRID 1921642 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].[CH:12]([NH2:14])=O>O>[I:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][CH:12]=[N:14][C:4]2=[O:5]

Participants

4

Reactant 2

HCID 713FormamideHCID 72911Benzoic acid, 2-amino-5-iodo-

Product 1

HCID 178518218HCID 178518218, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-amino-5-iodo-benzoic acid (5.00 g, 19.0 mmol) and formamide (3.43 g, 76.0 mmol) were heated to 150° C. for 4 hours and then cooled to room temperature. Water was added and the solution was filtered and washed with water several times to give 3.6 g (70%) of 6-iodo-1H-quinazolin-4-one. 1H NMR (400 MHz, DMSO-d6) δ 12.39 (s, 1H), 8.37 (s, 1H), 8.11 (s, 1H), 8.09 (dd, 1H, J=2.0, 8.8 Hz), 7.45 (d, 1H, J=8.8 Hz).

Workup

  1. filtrationthe solution was filtered
  2. washwashed with water several times

Sources & evidence

ORD record
ord-23067d132f4045c2bcfeb03dbdaab895
Source dataset
uspto-grants-2012_05
Patent number
US08173654B2

Reaction notes

Loading…