Hydrochloric Acid → HCID 5125572, compound

HRID 251992Notes

Reaction equation

HRID 251992 reaction equation
C([NH:4][C:5]1[C:13]([CH3:14])=[CH:12][C:11]([N+:15]([O-:17])=[O:16])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(=O)C.[OH-].[K+].CO.Cl>O>[NH2:4][C:5]1[C:13]([CH3:14])=[CH:12][C:11]([N+:15]([O-:17])=[O:16])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 40267322-acetamido-3-methyl-5-nitrobenzoic acid

Product 1

HCID 5125572HCID 5125572, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

A mixture of 0.45 g of 2-acetylamino-3-methyl-5-nitrobenzoic acid, 0.45 g of potassium hydroxide, 5 ml of methanol and 20 ml of water was heated to reflux at 80° C. for 2 hours. The reaction mixture was allowed to cool to room temperature, and water was poured into the mixture. The mixture was adjusted to pH 3 by an addition of 2N hydrochloric acid. A deposited precipitate was collected by filtration to obtain 0.28 g of 2-amino-3-methyl-5-nitrobenzoic acid of the formula:

Workup

  1. temperaturewas heated
  2. temperatureto cool to room temperature
  3. filtrationA deposited precipitate was collected by filtration

Sources & evidence

ORD record
ord-7aae6e15513340e88249e6e280ad83a3
Source dataset
uspto-grants-2011_01
Patent number
US07867949B2

Reaction notes

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