Allylamine → HCID 70162492, compound

HRID 1250613Notes

Reaction equation

HRID 1250613 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=O)[NH:8][C:7]2=O)([O-:3])=[O:2].[CH2:16]([NH2:19])[CH:17]=[CH2:18]>O>[CH2:16]([NH:19][C:9]1[N:8]=[C:7]([NH:1][CH:4]([CH3:5])[CH:13]=[CH2:12])[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:10]=1)[CH:17]=[CH2:18]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 8169826-Nitro-2,4(1H,3H)-quinazolinedione

Product 1

HCID 70162492HCID 70162492, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-chloro-4-(1-methyl-2-propenylamino)-6-nitroquinazoline was obtained in accordance with the process described in Example 62, starting from 278 mg (1.45 mmol) of 6-nitroquinazoline-2,4(1H,3H)-dione. After 1.00 ml (13.33 mmol) of allylamine was added to the compound and the reaction mixture was stirred at room temperature for 3 hours, water was added to the reaction solution, 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 75 mg (18.7%) 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-cabf87095c614d5fba8ea37618203790
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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