Benzylamine → HCID 2942337, compound

HRID 1608233Notes

Reaction equation

HRID 1608233 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[CH2:14]([NH:21][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 172872-Chloro-5-nitrobenzoic acid

Product 1

HCID 2942337HCID 2942337, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-chloro-5-nitrobenzoic acid (5.0 g) and benzylamine (15.0 g) in ethanol (40 ml) is refluxed for 10 hours and then concentrated under reduced pressure. To the residue is added water (100 ml), and the resulting solution is adjusted to the pH of about 4 with acetic acid and stirred for 1 hour. The precipitate is collected and recrystallized from ethanol to give the title compound (4.8 g), mp 238°-248° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue is added water (100 ml)
  3. customThe precipitate is collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-59d8a898ae2b4cf0aa1f74f8a42d8195
Source dataset
uspto-grants-1989_09
Patent number
US04870074

Reaction notes

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