Hydrochloric Acid → HCID 10978024, compound

HRID 1532427Notes

Reaction equation

HRID 1532427 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 AcidHCID 962WaterHCID 14798Sodium Hydroxide2×HCID 517096Sodium CyanateHCID 21251990HCID 21251990, compound

Product 1

HCID 10978024HCID 10978024, compoundYield 70.9%

Procedure

To a suspension of 2-carboxymethylamino-4-chlorobenzoic acid (VIII) (3.5 g) in water (68 ml) was added 25% aqueous sodium hydroxide (2.47 g)to adjust to pH 5.0. Sodium cyanate (4.77 g) was added to the resulting solution and the resulting solution was reacted at 35° C. for one hour, adjusting the pH to 6.0 with concentrated hydrochloric acid. Then, to the reaction solution was added 25% aqueous sodium hydroxide (5.4 g) and the resulting solution was reacted at 60° C. for 10 minutes. The resulting reaction solution was treated in the same manner as in Example 21 to give 2.65 g of the desired compound (yield, 70.9%).

Workup

  1. customthe resulting solution was reacted at 35° C. for one hour
  2. customthe resulting solution was reacted at 60° C. for 10 minutes
  3. customThe resulting reaction solution
  4. additionwas treated in the same manner as in Example 21

Sources & evidence

ORD record
ord-8fbe1f27859a4d5e8aa2c274e890f1dc
Source dataset
uspto-grants-2001_03
Patent number
US06201121B1

Reaction notes

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