Thionyl Chloride → HCID 21490646, compound

HRID 1973877Notes

Reaction equation

HRID 1973877 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:18][C:17](=O)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)=[CH:5][CH:4]=1)[CH3:2].S(Cl)([Cl:22])=O>CN(C)C=O>[Cl:22][C:17]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=2)[N:18]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1356046952-(4-Ethylphenyl)quinazolin-4(1H)-one

Product 1

HCID 21490646HCID 21490646, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7.43 g of 2-(4-ethylphenyl)quinazolin-4(3H)-one and 50 ml of thionyl chloride was treated with 2.17 g of dimethylformamide as described in Example I. The solid was recrystallized twice from petroleum ether (60°-110° fraction) to give 4.23 g of light-colored 4-chloro-2-(4-ethylphenyl)quinazoline, m.p. 75.5°-76.5°; ir and nmr spectra were consistent with the assigned structure.

Workup

  1. customThe solid was recrystallized twice from petroleum ether (60°-110° fraction)

Sources & evidence

ORD record
ord-fae512bd42724248b0b1c9a158f3d6c2
Source dataset
uspto-grants-1976_12
Patent number
US03998951

Reaction notes

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