Ethylamine → N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl) N-ethylamine

HRID 981769Notes

Reaction equation

HRID 981769 reaction equation
BrC[N:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]1[CH3:14].[CH2:15]([NH2:17])[CH3:16].[C:18](#N)C>>[CH3:14][C:4]1[NH:3][C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:18][NH:17][CH2:15][CH3:16])[CH:10]=2)[N:5]=1

Participants

4

Reactant 3

HCID 6341EthylamineHCID 6342AcetonitrileHCID 20070855Bromomethyl 3,4 dihydro-2-methylquinazolin-4-one

Product 1

HCID 136093134N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl) N-ethylamine

Procedure

A mixture of 6 bromomethyl 3,4 dihydro-2-methylquinazolin-4-one (prepared as described in Example 3; 10 g), anhydrous ethylamine (7.9 ml) and acetonitrile (250 ml) was stirred rapidly at laboratory temperature for 4 hours. The mixture was evaporated to dryness, the residue was dissolved in water, filtered and the filtrate was evaporated. The residue was triturated in acetone to give N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl) N-ethylamine, as its hydrobromide salt (8.5 g), m.p. >260° C.

Workup

  1. customThe mixture was evaporated to dryness
  2. dissolutionthe residue was dissolved in water
  3. filtrationfiltered
  4. customthe filtrate was evaporated
  5. customThe residue was triturated in acetone

Sources & evidence

ORD record
ord-eef5985484d040d1b5860ad3102a97a3
Source dataset
uspto-grants-1991_02
Patent number
US04992550

Reaction notes

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