Thionyl Chloride → HCID 21490645, compound

HRID 1973878Notes

Reaction equation

HRID 1973878 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:17][C:16](=O)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.S(Cl)([Cl:21])=O>CN(C)C=O>[Cl:21][C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[N:17]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1356776002-(2-methylphenyl)quinazolin-4(3H)-one

Product 1

HCID 21490645HCID 21490645, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7.6 g of 2-(2-methylphenyl)quinazolin-4(3H)-one and 55 ml of thionyl chloride was treated with 2.35 g of dimethylformamide as described in Example I. The isolated solid was recrystallized from cyclohexane to give 5.1 g of 4-chloro-2-(2-methylphenyl)quinazoline, m.p. 103°-104°; ir and nmr spectra were consistent with the assigned structure.

Workup

  1. customThe isolated solid was recrystallized from cyclohexane

Sources & evidence

ORD record
ord-988a7e7a174e45c39ea37e88c3f6c9b1
Source dataset
uspto-grants-1976_12
Patent number
US03998951

Reaction notes

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