Allylamine → 2,4-Diallylamino-6-nitroquinazoline

HRID 1250557Notes

Reaction equation

HRID 1250557 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])[CH:20]=[CH2:21]>O>[CH2:19]([NH:22][C:7]1[N:6]=[C:5]([NH:4][CH2:1][CH:2]=[CH2:3])[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[N:8]=1)[CH:20]=[CH2:21]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 183264874-Allylamino-2-chloro-6-nitroquinazoline

Product 1

HCID 571174462,4-Diallylamino-6-nitroquinazolineYield 80.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 265 mg (1.00 mmol) of 4-allylamino-2-chloro-6-nitroquinazoline and 1.52 g (26.65 mmol) of allylamine were stirred at room temperature for 2.5 hours. Water was added to the reaction mixture, and crystals thus precipitated were filtered out to give 230 mg (yield: 80.6%) of the title compound.

Workup

  1. customthus precipitated
  2. filtrationwere filtered out

Sources & evidence

ORD record
ord-d1ab6a985b6c42d8843a992088c45bf1
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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