Acetic Acid → HCID 178493193, compound

HRID 652770Notes

Reaction equation

HRID 652770 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH2:12])[C:9]([CH3:13])=[CH:8][C:4]=1[C:5]([OH:7])=[S:6].[C:14](O)(=[O:16])[CH3:15].C(OC(=O)C)(=O)C>O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH:12][C:14]([CH3:15])=[O:16])[C:9]([CH3:13])=[CH:8][C:4]=1[C:5]([OH:7])=[S:6]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 178493132HCID 178493132, compound

Product 1

HCID 178493193HCID 178493193, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

260 g of 2-methoxy-4-amino-5-methyl-thio-benzoic acid and 520 ml of acetic acid are placed in a 2 liter flask fitted with an agitator, a thermometer, a condenser and a dropping funnel. 123 ml of acetic anhydride (density 1.082) is poured in slowly. The temperature rises to reach 40° C. The reaction mixture is heated for 1 hour 30 at 85° C., cooled and poured over 1,000 g of ice and 1,000 ml of water. The precipitate which forms is filtered, washed with water and dried in an oven at 50° C.

Workup

  1. customfitted with an agitator
  2. customto reach 40° C
  3. temperaturecooled
  4. filtrationThe precipitate which forms is filtered
  5. washwashed with water
  6. customdried in an oven at 50° C.

Sources & evidence

ORD record
ord-4e06245e642845d484cf9dc172ee93e1
Source dataset
uspto-grants-1987_06
Patent number
US04673686

Reaction notes

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