Water → HCID 178454415, compound

HRID 443864Notes

Reaction equation

HRID 443864 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][NH:11]1.[C:15](Cl)(=[O:19])[CH:16]([CH3:18])[CH3:17].O>O1CCCC1>[C:15]([N:14]1[CH2:13][CH2:12][NH:11][C:10]1=[N:9][C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1])(=[O:19])[CH:16]([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 962WaterHCID 62325Isobutyryl chlorideHCID 178478207HCID 178478207, compound

Product 1

HCID 178454415HCID 178454415, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 11.5 g 2-(2,4-dichlorophenylimino)imidazolidine 1.7 g sodium hydride (80 percent dispersion in oil) and 80 ml dry tetrahydrofuran was stirred and refluxed for one and a half hours, and a solution of 5.9 g isobutyryl chloride in 20 ml dry tetrahydrofuran was then added dropwise. The mixture was stirred and refluxed for five hours and then cooled and poured into iced water to give a solid which was dried over phosphorus pentoxide. Recrystallisation with charcoal from ethanol gave the novel compound 1-isobutyryl-2-(2,4-dichlorophenylimino)imidazolidine, melting point 147°-148° C.

Workup

  1. temperaturerefluxed for one and a half hours
  2. stirringThe mixture was stirred
  3. temperaturerefluxed for five hours
  4. temperaturecooled
  5. customto give a solid which
  6. dry with materialwas dried over phosphorus pentoxide
  7. customRecrystallisation with charcoal from ethanol

Sources & evidence

ORD record
ord-f26da500bb2a4184a4b765b9b86deca8
Source dataset
uspto-grants-1981_04
Patent number
US04262005

Reaction notes

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