(4-Methylphenyl)hydrazine → HCID 20231828, compound

HRID 2290192Notes

Reaction equation

HRID 2290192 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[C:10]1([N:16]=[C:17]=[N:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O1CCCC1>[C:19]1([NH:18][C:17]([NH:9][NH:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[N:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 10875(4-Methylphenyl)hydrazineHCID 98693N,N'-Methanetetraylbis(benzenamine)

Product 1

HCID 20231828HCID 20231828, compoundYield 26.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In 250 ml of tetrahydrofuran were dissolved 8.6 g of 4-methylphenylhydrazine and 15.0 g of 1,3-diphenylcarbodiimide and after stirring the solution for 2 hours under ice-cooling, tetrahydrofuran was distilled off under reduced pressure. When 40 ml of benzene and 80 ml of n-hexane were added to the oily product thus formed, crystals deposited. By collecting the crystals thus deposited by filtration, 5.9 g of 1,2-diphenyl-3-(4-methylphenylamino)guanidine was obtained.

Workup

  1. temperaturecooling
  2. distillationtetrahydrofuran was distilled off under reduced pressure
  3. additionWhen 40 ml of benzene and 80 ml of n-hexane were added to the oily product
  4. customthus formed
  5. customBy collecting the crystals
  6. filtrationthus deposited by filtration

Sources & evidence

ORD record
ord-9e8036920853430da66de5ddf43e2cd0
Source dataset
uspto-grants-1986_10
Patent number
US04615970

Reaction notes

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