Ethylamine → HCID 18326393, compound

HRID 1250569Notes

Reaction equation

HRID 1250569 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]([NH2:21])[CH3:20]>O>[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:21][CH2:19][CH3:20])[N:6]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

Product 1

HCID 18326393HCID 18326393, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 250 mg (0.95 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline and 796 mg (15.52 mmol) of a 70% aqueous ethylamine solution was stirred at room temperature for 3 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 234 mg (yield: 90.6%) of the title compound.

Workup

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

Sources & evidence

ORD record
ord-b641bf6b2bb44eccaa2af7e3f92bbeb3
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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