Dichloromethane → HCID 15583178, compound

HRID 2418209Notes

Reaction equation

HRID 2418209 reaction equation
[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]1=O)[CH2:2][CH3:3].C(Cl)[Cl:17]>P(Cl)(Cl)(Cl)=O>[Cl:17][C:5]1[N:4]([CH2:1][CH2:2][CH3:3])[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 43446443-Propyl-1H-quinazoline-2,4-dione

Product 1

HCID 15583178HCID 15583178, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent2×

Procedure

181 g of 3-n-propylquinazoline-2,4-(1H,3H)-dione (0.887 mole) in 1200 ml of phosphorus oxychloride was refluxed for two days when TLC (SiO2, CH2Cl2 /2% MeOH) indicated that most of the starting material had gone. TLC was carried out by pipetting a small portion of the reaction mixture into ice-water, allowing the hydrolysis of POCl3 to occur at 0° C. for 15 min. and then extracting the cold solution with chloroform. The TLC plate when run might be expected to show a small amount of starting dione derived from hydrolysis of the imino chloride during the work up-TLC procedure.

Workup

  1. extractionextracting the cold solution with chloroform
  2. customderived from hydrolysis of the imino chloride during the work up-TLC procedure

Sources & evidence

ORD record
ord-b43feec3dbe946448ec7e1b3a7643b6c
Source dataset
uspto-grants-1984_09
Patent number
US04472400

Reaction notes

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