p-Toluenesulfonic acid → HCID 12260161, compound

HRID 328459Notes

Reaction equation

HRID 328459 reaction equation
[NH2:1]/[C:2](/[C:7]#[N:8])=[C:3](\[NH2:6])/[C:4]#[N:5].[C:9]([C:12]#[N:13])(=O)[CH3:10].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCC)C.CC(C)=O>[C:12]([C:9](=[N:6]/[C:3](=[C:2](\[NH2:1])/[C:7]#[N:8])/[C:4]#[N:5])[CH3:10])#[N:13]

Participants

6

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 694302-OxopropiononitrileHCID 2723951Diaminomaleonitrile

Product 1

HCID 12260161HCID 12260161, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3283Diethyl EtherSolvent

Procedure

10.8 g of diaminomaleonitrile and 10.0 g of acetyl cyanide were added successively to a solution of 1.9 g of p-toluenesulfonic acid in 100 ml of dry diethyl ether. The resulting yellow powder was collected by filtration and dried. The crude product thus obtained was dissolved in 600 ml of acetone and any insoluble insoluble solids were removed by filtration. 900 ml of water was added to the filtrate to obtain α-cyanoethylidenediaminomaleonitrile in 41% yield.

Workup

  1. filtrationThe resulting yellow powder was collected by filtration
  2. customdried
  3. customThe crude product thus obtained
  4. customany insoluble insoluble solids were removed by filtration
  5. addition900 ml of water was added to the filtrate

Sources & evidence

ORD record
ord-491ff9b5b2b447b4b06b23d714e6c71b
Source dataset
uspto-grants-1977_04
Patent number
US04017533

Reaction notes

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