Ammonia → m-Formylbenzonitrile

HRID 1385560Notes

Reaction equation

HRID 1385560 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]N)#[N:2].C=[O:12].N>C(O)(=O)C>[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:12])#[N:2]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 712FormaldehydeHCID 457594Benzonitrile, 3-(aminomethyl)-

Product 1

HCID 90670m-FormylbenzonitrileYield 54%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

13.2 g of m-cyanobenzylamine, 51 g of a 35% aqueous formalin solution, 24 g of a 28% aqueous ammonia solution and 50 ml of acetic acid were mixed and reacted at 100° C. for 3 hours while stirring. The reaction solution was concentrated to dry in an evaporator and thereto 100 ml of water was added to precipitate crystals. The crystals precipitated were collected by filtration, washed with water and dried to obtain 7 g (yield: 54%) of m-cyanobenzaldehyde. The purity was 99% or more.

Workup

  1. customreacted at 100° C. for 3 hours
  2. concentrationThe reaction solution was concentrated
  3. customto dry in an evaporator
  4. addition100 ml of water was added
  5. customto precipitate crystals
  6. customThe crystals precipitated
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-b3592f1ec32243c7b2c9429eef20f075
Source dataset
uspto-grants-2001_07
Patent number
US06262292B1

Reaction notes

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