Methanol → HCID 71224421, compound

HRID 710018Notes

Reaction equation

HRID 710018 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:15][CH2:14]1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].S(=O)(=O)(O)O.[CH3:31]O>>[CH3:31][O:8][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:12]([N:13]2[CH2:14][CH2:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])[CH2:17][CH2:18]2)=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 45417002HCID 45417002, compound

Product 1

HCID 71224421HCID 71224421, compound

Procedure

3-Nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid (1.0 g, 2.9 mmol) was taken in methanol (100 mL) with sulphuric acid (1.0 mL) and reflux for 16 h. Concentrated and dissolved in ethyl acetate (300 mL) and washed the organic layer with a solution of satd. NaHCO3, dried and concentrated to give 0.37 g of 3-Nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid methyl ester.

Workup

  1. temperaturereflux for 16 h
  2. concentrationConcentrated
  3. dissolutiondissolved in ethyl acetate (300 mL)
  4. washwashed the organic layer with a solution of satd
  5. dry with materialNaHCO3, dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-78519b8bb6e244a080e70d53bef8a62f
Source dataset
uspto-grants-2015_11
Patent number
US09181226B2

Reaction notes

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