Ammonia → 1,3-Benzenedimethanamine

HRID 1492089Notes

Reaction equation

HRID 1492089 reaction equation
[C:1](#[N:10])[C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([C:5]#[N:6])[CH:3]=1.N.[H][H].CC1C=C(C=CC=1)CN>[Ru]>[C:2]1([CH2:1][NH2:10])[CH:9]=[CH:8][CH:7]=[C:4]([CH2:5][NH2:6])[CH:3]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 12276IsophthalonitrileHCID 660153-MethylbenzylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 151331,3-Benzenedimethanamine

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Procedure

5 g of alumina powder containing 5% by weight of ruthenium, 26.8 g of isopthalonitrile and 30 g of liquid ammonia were charged into an autoclave having a net capacity of 200 cc, provided with an electromagnetic stirrer, and subjected to reaction at a reaction temperature of 140° C. and a reaction pressure of 150 kg/cm2 for 60 minutes by continuously supplying hydrogen to the autoclave. As a result of analysis of the reaction product liquid, it was found that the yield of 1,3-BAC was 87.8% and 3-methylbenzylamine and metaxylylenediamine were obtained as by-products in yields of 4.8% and 3%, respectively, while the yield of other lower boiling and higher boiling products than the boiling point of the BAC was 4.4%.

Workup

  1. additionwere charged into an autoclave
  2. customprovided with an electromagnetic stirrer
  3. customsubjected to reaction at a reaction temperature of 140° C.
  4. customAs a result of analysis of the reaction product liquid, it

Sources & evidence

ORD record
ord-bc84b558e35848b796bd6567f4a1d7db
Source dataset
uspto-grants-1994_12
Patent number
US05371293

Reaction notes

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