Ethylenediamine → HCID 18326514, compound

HRID 1250572Notes

Reaction equation

HRID 1250572 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]([NH2:22])[CH2:20][NH2:21]>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][CH2:20][CH2:19][NH2:22])[N:6]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

Product 1

HCID 18326514HCID 18326514, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 230 mg (0.87 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline and 899 mg (14.96 mmol) of ethylenediamine was stirred at room temperature for 2 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 200 mg (yield: 79.9%) 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-6edbfde66ff44733a62cec930b5f8522
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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