Butylamine → HCID 18326418, compound

HRID 1250611Notes

Reaction equation

HRID 1250611 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]([NH2:20])[CH2:17][CH2:18][CH3:19]>O>[CH2:16]([NH:20][C:9]1[N:8]=[C:7]([NH:1][CH2:4][CH:5]=[C:6]([CH3:11])[CH3:7])[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:10]=1)[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 8169826-Nitro-2,4(1H,3H)-quinazolinedione

Product 1

HCID 18326418HCID 18326418, compoundYield 20.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-chloro-4-(3-methyl-2-butenylamino)-6-nitroquinazoline was obtained in accordance with the process described in Example 59, starting from 278 mg (1.45 mmol) of 6-nitroquinazoline-2,4(1H,3H)-dione. After 1.00 ml (10.12 mmol) of butylamine was added to the compound thus obtained 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 50 mg (11.9%) of the title compound.

Workup

  1. customthus obtained
  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-dded49e5f91b4ef4aee1780a57efc937
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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