4-Iodoaniline → HCID 1474856, compound

HRID 2213853Notes

Reaction equation

HRID 2213853 reaction equation
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Cl[C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][N:11]=1>C(O)(C)C>[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 108934-IodoanilineHCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 1474856HCID 1474856, compoundYield 103.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-iodoaniline (4.89 g, 22.3 mmol) and 4-chloro-6,7-dimethoxyquinazoline (5.00 g, 22.3 mmol), in isopropanol (200 ml) was heated at reflux for 3 hours before the reaction was allowed to cool to ambient temperature. The solid which had precipitated was collected by suction filtration and washed with diethyl ether (2×50 ml). Drying of this material yielded 4-(4-iodoanilino)-6,7-dimethoxyquinazoline (9.38 g, 95% yield) as a white solid:

Workup

  1. temperatureat reflux for 3 hours before the reaction
  2. customThe solid which had precipitated
  3. filtrationwas collected by suction filtration
  4. washwashed with diethyl ether (2×50 ml)
  5. customDrying of this material

Sources & evidence

ORD record
ord-e9781efe19ab47a7a8389031d67787de
Source dataset
uspto-grants-2006_09
Patent number
US07105669B1

Reaction notes

Loading…