Sulfuric Acid → HCID 14883993, compound

HRID 483904Notes

Reaction equation

HRID 483904 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19](N)=[O:20])=[CH:14][CH:13]=1)=[O:11].S(=O)(=O)(O)[OH:23].N([O-])=O.[Na+]>C(O)(=O)C.O>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:20])=[O:23])=[CH:14][CH:13]=1)=[O:11]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 14883992HCID 14883992, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 14883993HCID 14883993, compoundYield 91.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

10.7 g of 4-(2,3-dichlorophenylcarbamoyl)phenylacetamide was dispersed in 100 ml of acetic acid, and 17.5 ml of sulfuric acid was added. Then, a solution obtained by dissolving 3.2 g of sodium nitrite in 17.5 ml of water, was dropwise added to bring the reaction temperature to a level of 20° C.±5° C. Thereafter, the mixture was stirred at room temperature for two hours, and then poured into 400 ml of ice water. The resulting crystals are collected by filtration, thoroughly washed with water and then dried to obtain 9.8 g of desired 4-(2,3-dichlorophenylcarbamoyl) phenyl acetic acid. The yield was 91.3%, and the melting point of this compound was from 184° to 185.5° C.

Workup

  1. customThen, a solution obtained
  2. additionwas dropwise added
  3. customto a level of 20° C.±5° C
  4. filtrationThe resulting crystals are collected by filtration
  5. washthoroughly washed with water
  6. customdried

Sources & evidence

ORD record
ord-b82cfd2dbbc74f959061af5295bf00c7
Source dataset
uspto-grants-1993_07
Patent number
US05227511

Reaction notes

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