Thionyl Chloride → HCID 54262062, compound

HRID 1648218Notes

Reaction equation

HRID 1648218 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][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:2]=1.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]([CH:8]=[CH:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[N:18]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 135491709HCID 135491709, compound

Product 1

HCID 54262062HCID 54262062, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A suspension of the quinazolinone compound (2.9 g, prepared in Reference example 15) in thionyl chloride (25 mL) and a few drops of dimethylformamide was heated at reflux for three hours. The mixture was then concentrated, the concentrate poured into 150 mL portions of chloroform, dried over potassium carbonate and concentrated to obtain the title compound (1.1 g) as a red oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for three hours
  3. concentrationThe mixture was then concentrated
  4. additionthe concentrate poured into 150 mL portions of chloroform
  5. dry with materialdried over potassium carbonate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ab4271c819324757a31b4733ab4a84d4
Source dataset
uspto-grants-1995_07
Patent number
US05436233

Reaction notes

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