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

HRID 40767

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]>>[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

Reactant 2

HCID 1176Urea

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

Product 1

HCID 113806686-iodo-1H-quinazoline-2,4-dione

Procedure

Prepared according to general method B from 2-amino-5-iodobenzoic acid (5.0 g) and urea (11.4 g). Yield: 5.34 g (98%) of a solid. 1H-NMR (DMSO-δ6) δ (ppm) 8.04 (d, J=2.0 Hz, 1H), 7.77 (dd, J=2.1 Hz, J=8.6 Hz, 1H), 6.90 (d, J=8.6 Hz, 1H).

Workup

customPrepared

Sources & evidence

ORD record: ord-9335f5568c75453ca70f906beb945760
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08530486B2

Linked notes

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