Methanol → HCID 67431458, compound

HRID 2036604Notes

Reaction equation

HRID 2036604 reaction equation
[CH:1]1([NH:4][C:5]2[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][C:6]=2[C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1.OS(O)(=O)=O.[CH3:22]O>>[CH:1]1([NH:4][C:5]2[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][C:6]=2[C:7]([O:9][CH3:22])=[O:8])[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 674315052-(Cyclopropylamino)-3-nitrobenzoic acid

Product 1

HCID 67431458HCID 67431458, compound

Procedure

The crude 2-(cyclopropylamino)-3-nitrobenzoic acid (0.90 g, 4.1 mmol) was dissolved in MeOH (15 mL), and 2 mL H2SO4 (98%) was added. The mixture was heated to reflux for 18 h. The mixture was cooled, concentrated in vacuo, and purified by column chromatography on a silica gel column using DCM as eluent to give methyl 2-(cyclopropylamino)-3-nitrobenzoate: LC-MS (ESI) m/z 237.1 [M+H]+.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 18 h
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated in vacuo
  5. custompurified by column chromatography on a silica gel column

Sources & evidence

ORD record
ord-ad735cec1eec406ca3565c320354ba07
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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