Sulfuric Acid → HCID 13309791, compound

HRID 986724Notes

Reaction equation

HRID 986724 reaction equation
O=[CH:2][C:3](=[CH2:5])[CH3:4].[Cl:6][C:7]1[CH:8]=[C:9]([NH2:16])[C:10](=[CH:14][CH:15]=1)[C:11]([OH:13])=[O:12].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O.[Na+].S(=O)(=O)(O)O>O>[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]2[C:8]=1[CH:2]=[C:3]([CH3:5])[CH:4]=[N:16]2

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 6562MethacroleinHCID 31389Sodium 3-nitrobenzenesulfonateHCID 666462-Amino-4-chlorobenzoic acid

Product 1

HCID 13309791HCID 13309791, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

14 g of methacrolein were added dropwise, at 100° C., to a solution of 17 g of 4-chloroanthranilic acid and 19 g of sodium m-nitrobenzenesulfonate in 200 g of 57% strength sulfuric acid. The mixture was stirred for 1 hour at 130° C., after which it was diluted with 450 g of water and filtered under suction while hot. The pH was brought to 2-3 with concentrated sodium hydroxide solution, while cooling. The precipitated solid was filtered off under suction, washed with water and dried.

Workup

  1. filtrationfiltered under suction while hot
  2. temperaturewhile cooling
  3. filtrationThe precipitated solid was filtered off under suction
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-c14bda0343034349b3c6e9cff6ffc507
Source dataset
uspto-grants-1987_12
Patent number
US04715889

Reaction notes

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