Methanol → Methyl 3-amino-2-methyl-4-methylsulfanylbenzoate

HRID 1263401Notes

Reaction equation

HRID 1263401 reaction equation
[NH2:1][C:2]1[C:3]([CH3:13])=[C:4]([CH:8]=[CH:9][C:10]=1[S:11][CH3:12])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.O.[CH3:20]O>>[NH2:1][C:2]1[C:3]([CH3:13])=[C:4]([CH:8]=[CH:9][C:10]=1[S:11][CH3:12])[C:5]([O:7][CH3:20])=[O:6]

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 186160433-Amino-2-methyl-4-methylsulfanylbenzoic acid

Product 1

HCID 18616042Methyl 3-amino-2-methyl-4-methylsulfanylbenzoate

Conditions

Temperature
60 °C

Procedure

2 g of 3-amino-2-methyl-4-methylsulfanylbenzoic acid (0.01 mol) were dissolved in 20 ml of methanol and admixed with 2.0 g of conc. sulfuric acid, and the mixture was heated at 60° C. for 2 h. After cooling, the reaction mixture was poured into water, neutralized and extracted with ethyl acetate. After washing and drying, the solvent was removed.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washAfter washing
  4. customdrying
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-adc3aed3da0748789b8aeddf54f0e51c
Source dataset
uspto-grants-2003_04
Patent number
US06541423B1

Reaction notes

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