N,N'-Methanetetraylbis(benzenamine) → HCID 20231830, compound

HRID 2290191Notes

Reaction equation

HRID 2290191 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH2:13])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[C:14]1([N:20]=[C:21]=[N:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O1CCCC1>[C:23]1([NH:22][C:21]([NH:13][NH:12][C:9]2[CH:10]=[CH:11][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:7][CH:8]=2)=[N:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 98693N,N'-Methanetetraylbis(benzenamine)HCID 792992Ethyl 4-hydrazinylbenzoate

Product 1

HCID 20231830HCID 20231830, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In 70 ml of tetrahydrofuran were dissolved 9.0 g of 4-ethoxycarbonylphenylhydrazine and 9.7 g of 1,3-diphenylcarbodiimide and after stirring the solution for one hour under ice-cooling, tetrahydrofuran was distilled off under reduced pressure. Then, when 70 ml of benzene and 70 ml of n-hexane were added to the residue thus formed, crystals deposited. By collecting the crystals thus deposited by filtration, 15.4 g of 1,2-diphenyl-3-(4-ethoxycarbonylphenylamino)guanidine was obtained.

Workup

  1. temperaturecooling
  2. distillationtetrahydrofuran was distilled off under reduced pressure
  3. additionThen, when 70 ml of benzene and 70 ml of n-hexane were added to the residue
  4. customthus formed
  5. customBy collecting the crystals
  6. filtrationthus deposited by filtration

Sources & evidence

ORD record
ord-0e885f3df63247f49c4a145321a30f52
Source dataset
uspto-grants-1986_10
Patent number
US04615970

Reaction notes

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