Thionyl Chloride → HCID 21701573, compound

HRID 855689Notes

Reaction equation

HRID 855689 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10](=O)[NH:11][CH:12]=[N:13]2)=[CH:8][CH:7]=1.S(Cl)([Cl:19])=O>CN(C=O)C>[ClH:19].[Cl:19][C:10]1[C:9]2[C:14](=[CH:15][C:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])=[CH:7][CH:8]=2)[N:13]=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 135411164HCID 135411164, compound

Product 1

HCID 21701573HCID 21701573, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 7-(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (500 mg, 2.2 mmol) in thionyl chloride (15 ml) and DMF (0.1 ml) was heated at reflux for 3 hours. The volatiles were removed by evaporation to give 4-chloro-7-(2-methoxyethoxy)quinazoline hydrochloride as a cream solid (520 mg, 83%).

Workup

  1. temperatureat reflux for 3 hours
  2. customThe volatiles were removed by evaporation

Sources & evidence

ORD record
ord-e44f52d0082349a0abf5e2a25ce17a4c
Source dataset
uspto-grants-2007_08
Patent number
US07262201B1

Reaction notes

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