Water → HCID 18326560, compound

HRID 1250559Notes

Reaction equation

HRID 1250559 reaction equation
[CH2:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[N:8]=[C:7](Cl)[N:6]=1)[CH:2]=[CH2:3].[CH2:19]([NH2:24])[C:20]([CH3:23])([CH3:22])[CH3:21].O>C(#N)C>[CH2:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[N:8]=[C:7]([NH:24][CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[N:6]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 79882NeopentylamineHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

Product 1

HCID 18326560HCID 18326560, compoundYield 72.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 0.5 ml of acetonitrile were dissolved 250 mg (0.95 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline and 740 mg (8.49 mmol) of neopentylamine, and the resulting solution was stirred at room temperature for 5 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 215 mg (yield: 72.2%) of the title compound.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washwashing with brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by a silica gel column

Sources & evidence

ORD record
ord-7c92aa460ffd418383e0e3d485853214
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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