Imidazole → HCID 21183947, compound

HRID 1900681Notes

Reaction equation

HRID 1900681 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+].Cl[C:9]1[N:18]=[C:17]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]3[O:27][CH2:28][O:29][C:23]=3[CH:22]=2)[C:16]2[CH2:15][C:14](Cl)([Cl:30])[CH:13]=[CH:12][C:11]=2[N:10]=1.O>CN(C)C=O>[N:1]1([C:9]2[N:18]=[C:17]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]4[O:27][CH2:28][O:29][C:23]=4[CH:22]=3)[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([Cl:30])[CH:15]=3)[N:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 24758Sodium hydrideHCID 86749991HCID 86749991, compound

Product 1

HCID 21183947HCID 21183947, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

103 mg of imidazole was added to a suspension of 66 mg of sodium hydride in 6 ml of dimethylformamide at 0° C. The obtained mixture was stirred for 10 minutes. 500 mg of 2,6-dichloro-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline was added to the resulting mixture at room temperature. The mixture thus prepared was stirred at 100° C. for 20 minutes, followed by the addition of water. The crystals precipitated were recovered by filtration and washed with water and ethanol/acetone successively to give 325 mg of the title compound.

Workup

  1. customThe mixture thus prepared
  2. stirringwas stirred at 100° C. for 20 minutes
  3. customThe crystals precipitated
  4. filtrationwere recovered by filtration
  5. washwashed with water and ethanol/acetone successively

Sources & evidence

ORD record
ord-c57b57285d774d949f061e45b4821a24
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

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