Hydrochloric Acid → 5-(4-Chloroquinazolin-6-yl)furan-2-carbaldehyde hydrochloride

HRID 1044723Notes

Reaction equation

HRID 1044723 reaction equation
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[O:16][C:15]([CH:17]=[O:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:5]=[CH:4][NH:3]1.O=S(Cl)[Cl:21].[ClH:23]>CN(C=O)C>[ClH:21].[Cl:23][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[O:16][C:15]([CH:17]=[O:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 1361626165-(4-Hydroxy-6-quinazolinyl)furan-2-carbaldehyde

Product 1

HCID 566498145-(4-Chloroquinazolin-6-yl)furan-2-carbaldehyde hydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of the compound of formula (IX) (0.6 g, 2 5 mmol), SOCl2 (15 mL) and one drop of DMF was heated under reflux until the reaction was complete (TLC analysis). The volatile components were evaporated (including SOCl2) to provide crude (Xa).HCl (0.9 g) that could be used directly in the next step.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux until the reaction
  3. customThe volatile components were evaporated (including SOCl2)
  4. customto provide crude (Xa)

Sources & evidence

ORD record
ord-073f6506520e450a982a162a90561007
Source dataset
uspto-grants-2013_10
Patent number
US08563719B2

Reaction notes

Loading…