Hydrochloric Acid → HCID 10978024, compound

HRID 1532430Notes

Reaction equation

HRID 1532430 reaction equation
C([CH:4](CCC)[CH2:5][NH:6][C:7]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=O)(O)=O.[OH-:20].[Na+].Cl.[NH2:23][C:24](N)=[O:25].[OH2:27]>>[C:4]([CH2:5][N:6]1[C:7]2[C:8](=[CH:12][CH:13]=[C:14]([Cl:16])[CH:15]=2)[C:9](=[O:11])[NH:23][C:24]1=[O:25])([OH:27])=[O:20]

Participants

6

Reactant 5

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 1176UreaHCID 14798Sodium HydroxideHCID 21251990HCID 21251990, compound

Product 1

HCID 10978024HCID 10978024, compoundYield 60%

Procedure

First, to a suspension of 2-carboxymethylamino-4-chlorobenzoic acid (VIII) (0.5 g) in water (10 ml) was added 25% aqueous sodium hydroxide (0.85 g) to adjust to pH 6.8 with concentrated hydrochloric acid. Then, urea (2.54 g) was added, the resulting solution was reacted at reflux temperature for 21 hours (pH 10 at that time), concentrated hydrochloric acid was added to give a crystal. The resulting crystal was collected by filtration, washed with water and dried to give 324 mg of 1-carboxymethyl-7-chloro-2,4(1H, 3H)-quinazolinedione (yield, 60%).

Workup

  1. customthe resulting solution was reacted
  2. additionwas added
  3. customto give a crystal
  4. filtrationThe resulting crystal was collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-e92e8358ef204ce58689c73305c95b84
Source dataset
uspto-grants-2001_03
Patent number
US06201121B1

Reaction notes

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