Ethanol → Ethyl 4-amino-2-methoxy-5-nitrobenzoate

HRID 1406543Notes

Reaction equation

HRID 1406543 reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:14][CH3:15])[CH:3]=1.S(=O)(=O)(O)O.[CH2:21](O)[CH3:22]>>[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([O:8][CH2:21][CH3:22])=[O:7])=[C:4]([O:14][CH3:15])[CH:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1010164-Amino-2-methoxy-5-nitrobenzoic acid

Product 1

HCID 67231122Ethyl 4-amino-2-methoxy-5-nitrobenzoate

Procedure

A mixture of 4-amino-2-methoxy-5-nitro-benzoic acid (22.2 g, 94.2 mmol) and 10 mL conc. sulphuric acid in 250 mL ethanol was refluxed for 2 h. Then the mixture was concentrate i. vac., the residue mixed with water at 0° C. and conc. ammonia. The precipitate was filtered off, washed with water and dried.

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationThen the mixture was concentrate i
  3. addition, the residue mixed with water at 0° C.
  4. filtrationThe precipitate was filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-9186fe30f7734312bdd89a730125b34f
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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