Dicyclohexylcarbodiimide → HCID 53706663, compound

HRID 1707027Notes

Reaction equation

HRID 1707027 reaction equation
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH3:7])[C:4](O)=[O:5].[C:10]1([CH3:18])[CH:15]=[CH:14][C:13]([NH:16][NH2:17])=[CH:12][CH:11]=1.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[C:10]1([CH3:18])[CH:15]=[CH:14][C:13]([N:16]([C:4](=[O:5])[C:3]([CH2:8][OH:9])([CH2:2][OH:1])[CH3:7])[NH2:17])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 10875(4-Methylphenyl)hydrazineHCID 78501Dimethylolpropionic acid

Product 1

HCID 53706663HCID 53706663, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sixty-five grams (0.49 m) of 2,2-bis(hydroxymethyl) propionic acid was added to a solution of p-tolylhydrazine (100 g, 0.44 m) and dicyclohexylcarbodiimide (100 g, 0.49 m) in 2,500 ml of tetrahydrofuran. The reaction mixture was stirred under a nitrogen atmosphere for 24 hours. The dicyclohexylurea was removed by filtration and the solution was concentrated under reduced pressure. The residue was recrystallized from 300 ml of isopropyl alcohol. There was obtained 71 g (68 percent) of 2,2-bishydroxymethyl propionic acid p-tolylhydrazide, m.p. 129° to 130° C. ##STR6##

Workup

  1. customThe dicyclohexylurea was removed by filtration
  2. concentrationthe solution was concentrated under reduced pressure
  3. customThe residue was recrystallized from 300 ml of isopropyl alcohol

Sources & evidence

ORD record
ord-6cd1be361be844f19023f125ef4ec155
Source dataset
uspto-grants-1980_06
Patent number
US04209580

Reaction notes

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