Water → HCID 178478106, compound

HRID 1389576Notes

Reaction equation

HRID 1389576 reaction equation
O.[ClH:2].[ClH:3].[CH2:4]([O:11][NH:12][CH2:13][CH2:14][NH2:15])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].ClC1C=CC=C(Cl)C=1[C:30](Cl)=[NH:31].[C:33]1(C)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH2:4]([O:11][N:12]1[CH2:13][CH2:14][NH:15][C:30]1=[N:31][C:33]1[C:38]([Cl:2])=[CH:37][CH:36]=[CH:35][C:34]=1[Cl:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 5

HCID 962WaterHCID 1140Toluene2×HCID 11430Potassium CarbonateHCID 20401292HCID 20401292, compoundHCID 86737439HCID 86737439, compound

Product 1

HCID 178478106HCID 178478106, compound

Procedure

400 ml. of water are added to 143.5 g. of N-(benzyloxy)ethylenediamine dihydrochloride. 270.0 g. of potassium carbonate are gradually added carefully to this suspension. Thereafter, 200 ml. of toluene and then, slowly, 145.7 g. of 2,6 -dichlorophenylimidocarbonyl chloride in 100 ml. of toluene are added dropwise in the course of 45 minutes, while stirring vigorously. After 15 minutes, a product begins to separate out. The mixture is further stirred overnight and then poured onto 1 liter of n-hexane. The precipitate is filtered off and washed with water and with n-hexane, whereupon 1-benzyloxy-2-[(2,6-dichlorophenyl)imino]imidazolidine, m.p. 114-117°, is obtained.

Workup

  1. customto separate out
  2. waitThe mixture is further stirred overnight
  3. additionpoured onto 1 liter of n-hexane
  4. filtrationThe precipitate is filtered off
  5. washwashed with water and with n-hexane, whereupon 1-benzyloxy-2-[(2,6-dichlorophenyl)imino]imidazolidine, m.p. 114-117°
  6. customis obtained

Sources & evidence

ORD record
ord-8c309314f3024e1e838ce17f0ecd3cc2
Source dataset
uspto-grants-1981_01
Patent number
US04244957

Reaction notes

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