1,1'-Carbonyldiimidazole → HCID 135412678, compound

HRID 640804Notes

Reaction equation

HRID 640804 reaction equation
[NH2:1][C:2]1[C:10]([OH:11])=[C:9]([Cl:12])[CH:8]=[C:7]([Cl:13])[C:3]=1[C:4]([NH2:6])=[O:5].[CH:14]1N=CN(C(N2C=NC=C2)=O)C=1>C(O)=O>[Cl:13][C:7]1[CH:8]=[C:9]([Cl:12])[C:10]([OH:11])=[C:2]2[C:3]=1[C:4](=[O:5])[NH:6][CH:14]=[N:1]2

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59256609HCID 59256609, compound

Product 1

HCID 135412678HCID 135412678, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

According to the procedure described in Step C, 2-amino-4,6-dichloro-3-hydroxybenzamide and formic acid in the presence of CDI gave, after washing the crude product with MeOH, 5,7-dichloro-8-hydroxy-3H-quinazolin-4-one as a white solid (36%).—1H NMR (DMSO-d6): δ 8.12 (s, 1H), 7.55 (s, 1H); mass spectrum: m/z 229, 231, 233 (M+−1, 100%, 66%, 11%).

Workup

  1. customgave
  2. washafter washing the crude product with MeOH, 5,7-dichloro-8-hydroxy-3H-quinazolin-4-one as a white solid (36%)

Sources & evidence

ORD record
ord-b1842d6a6e1a4c17a3a999aeac1f34e8
Source dataset
uspto-grants-2010_04
Patent number
US07692011B2

Reaction notes

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