Ammonia → HCID 135589778, compound

HRID 1668682Notes

Reaction equation

HRID 1668682 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9](=[O:23])[N:10](COC(=O)C(C)(C)C)[CH:11]=[N:12]2)=[CH:7][C:6]=1[O:24][CH3:25].N>CO>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9](=[O:23])[NH:10][CH:11]=[N:12]2)=[CH:7][C:6]=1[O:24][CH3:25]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59682928HCID 59682928, compound

Product 1

HCID 135589778HCID 135589778, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Mass Spectrum: M+H+369 and 371 7-(2-Chloroethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (65 g) was suspended in methanol saturated with ammonia gas (1.6 L) and stirred at ambient temperature for 2 days. The solvent was concentrated to about one-fourth and the precipitate collected by filtration and washed with ether to give 7-(2-chloroethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one (44g, 100%) as a white solid.

Workup

  1. concentrationThe solvent was concentrated to about one-fourth and the precipitate
  2. filtrationcollected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-c4e347aa7ce947f8afc86db964cc2c35
Source dataset
uspto-grants-2011_08
Patent number
US07989460B2

Reaction notes

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