Diallylamine → HCID 18326473, compound

HRID 1250562Notes

Reaction equation

HRID 1250562 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]([NH:22][CH2:23][CH:24]=[CH2:25])[CH:20]=[CH2:21]>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]([N:22]([CH2:23][CH:24]=[CH2:25])[CH2:19][CH:20]=[CH2:21])[N:6]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 31279DiallylamineHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

Product 1

HCID 18326473HCID 18326473, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 300 mg (1.13 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline and 1.18 g (12.15 mmol) of diallylamine for 2 hours was stirred at room temperature, and then at 60° C. for one hour. 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 325 mg (yield: 88.5%) 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-bc2f30dd8d7340fa97f87c8911cd4de7
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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