N-(2-Hydroxyethyl)phthalimide → HCID 68661365, compound

HRID 1022401Notes

Reaction equation

HRID 1022401 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.[OH:19][CH2:20][CH2:21][N:22]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32]>>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([O:19][CH2:20][CH2:21][N:22]1[C:26](=[O:27])[C:25]3=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]3[C:23]1=[O:32])[N:11]=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 77499N-(2-Hydroxyethyl)phthalimideHCID 16282212,6-dichloro-4-phenylquinazoline

Product 1

HCID 68661365HCID 68661365, compoundYield 48.6%

Procedure

In the same manner as in Synthesis Example 6, 500 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3) and 382 mg of N-(2-hydroxyethyl)phthalimide were reacted to obtain 380 mg of 6-chloro-4-phenyl-2-(2-phthalimidoethoxy)quinazoline. Mp. 154.7° C. 1H NMR (CDCl3): 4.25 (2H, t, J=5.8 Hz), 4.84 (2H, t, J=5.8 Hz), 7.53-7.60 (3H, m), 7.67-7.71 (3H, m), 7.72-7.76 (3H, m), 7.78-7.82 (2H, m), 7.97 (1H, d, J=2.2 Hz).

Sources & evidence

ORD record
ord-74dce90645d44df6a3adf89234482537
Source dataset
uspto-grants-2014_05
Patent number
US08722580B2

Reaction notes

Loading…