Thionyl Chloride → HCID 136018531, compound

HRID 1489033Notes

Reaction equation

HRID 1489033 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:21](=[O:22])[N:12]3[CH2:13][NH:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[C:11]3=[N:10]2)=[CH:5][CH:4]=1.O=S(Cl)[Cl:25]>>[Cl:25][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:21](=[O:22])[N:12]3[CH2:13][NH:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[C:11]3=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 136205555HCID 136205555, compound2×

Product 1

HCID 136018531HCID 136018531, compound

Conditions

Temperature
50 °C

Procedure

A mixture of 2-[4-(hydroxymethyl)-phenyl]-5,6-dihydro-1,2,4-triazolo[4,3-c]-quinazolin-3-one (Compound 19) (500 mg, 1.6 mmol) and excess SOCl2 was heated at 50° C. for 1 hour. SOCl2 was evaporated under reduced pressure and the residue was washed with ether to afford 2-[4-(chloromethyl)-phenyl]-5,6-dihydro-1,2,4-triazolo[4,3-c]-quinazolin-3-one (Compound 20).

Workup

  1. customSOCl2 was evaporated under reduced pressure
  2. washthe residue was washed with ether

Sources & evidence

ORD record
ord-4b680878b6a44a45a2f8a84e20a0962c
Source dataset
uspto-grants-1997_10
Patent number
US05677309

Reaction notes

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