3,4-Dihydroxybenzaldehyde → 1-[[(3,4-Dihydroxyphenyl)methylene]amino]-2-imidazolidinone

HRID 2292334

Reaction equation

HRID 2292334 reaction equation
Cl.[NH2:2][N:3]1[CH2:7][CH2:6][NH:5][C:4]1=[O:8].[OH-].[Na+].[OH:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[OH:20])[CH:15]=O>C(O)C>[OH:11][C:12]1[CH:13]=[C:14]([CH:15]=[N:2][N:3]2[CH2:7][CH2:6][NH:5][C:4]2=[O:8])[CH:17]=[CH:18][C:19]=1[OH:20]

Participants

5

Reactant 3

HCID 87683,4-DihydroxybenzaldehydeHCID 14798Sodium HydroxideHCID 192616781-Amino-2-imidazolidinone hydrochloride

Product 1

HCID 1360814301-[[(3,4-Dihydroxyphenyl)methylene]amino]-2-imidazolidinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 61.4 g (0.446 mol) of 1-amino-2-imidazolidinone hydrochloride in 300 ml of 80% aqueous ethanol were added 223 ml of 2N sodium hydroxide (0.446 mol) and a solution of 61.6 g (0.446 mol) of 3,4-dihydroxybenzaldehyde in 300 ml of 80% aqueous ethanol. The mixture was stirred for 20 minutes at room temperature, and the precipitate filtered off by suction, washed with ethanol and dried in vacuo (yield: 34.5 g; melting point 257° C., dec).

Workup

  1. filtrationthe precipitate filtered off by suction
  2. washwashed with ethanol
  3. customdried in vacuo (yield: 34.5 g; melting point 257° C., dec)

Sources & evidence

ORD record
ord-6457a2722da64e9a9deeb498ccf0a0dc
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Linked notes

Loading…