Hydrochloric Acid → HCID 10978024, compound

HRID 1532425Notes

Reaction equation

HRID 1532425 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+].[O-:22][C:23]#[N:24].[Na+].Cl.[OH2:27]>>[Cl:16][C:14]1[CH:15]=[C:7]2[C:8]([C:9](=[O:11])[NH:24][C:23](=[O:22])[N:6]2[CH2:5][C:4]([OH:27])=[O:20])=[CH:12][CH:13]=1

Participants

6

Reactant 5

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 14798Sodium Hydroxide2×HCID 517096Sodium Cyanate2×HCID 21251990HCID 21251990, compound

Product 1

HCID 10978024HCID 10978024, compoundYield 87.6%

Procedure

A solution of 2-carboxymethylamino-4-chlorobenzoic acid (VIII) (5 g), 25% aqueous sodium hydroxide (8.57 g) and sodium cyanate (1.67 g) in water (65 ml) was reacted at 35° C. for one hour, adjusting to pH 5.7 with concentrated hydrochloric acid. Then, the reaction was conducted by 5 times-addition of sodium cyanate (0.42 g) every 30 minutes. 25% aqueous sodium hydroxide (7.88 g) was added to this reaction solution, the reaction was conducted at 60 to 65° C. for one hour, and then concentrated hydrochloric acid (12.8 g) was added at 60° C., the resulting crystal was collected by filtration, washed with water and dried under vacuum to give 4.78 g of 7-chloro-1-carboxymethyl-2,4 (1H, 3H)-quinazolinedione (yield, 87.6%).

Workup

  1. filtrationthe resulting crystal was collected by filtration
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f3a5754a5c0f4a4aac439e2e295dd6b3
Source dataset
uspto-grants-2001_03
Patent number
US06201121B1

Reaction notes

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