Ethylenediamine → HCID 178506612, compound

HRID 903908Notes

Reaction equation

HRID 903908 reaction equation
[IH:1].[Cl:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]=[C:13](SC)[NH2:14])=[O:11])[CH:6]=[CH:7][CH:8]=1.[CH2:17](N)[CH2:18][NH2:19]>CO>[IH:1].[Cl:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]([N:12]=[C:13]2[NH:14][CH2:17][CH2:18][NH:19]2)=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 70588495HCID 70588495, compound

Product 1

HCID 178506612HCID 178506612, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 37.1 grams (0.1 mole) of methyl N'-{[(3-chlorophenyl)amino]carbonyl}-carbamimidothioate hydroiodide thus prepared is added 6.0 grams (0.1 mole) of ethylenediamine in 100 milliliters of methanol and the resulting mixture allowed to heat under reflux for five hours. The resulting reaction mixture is evaporated to dryness in vacuo and diluted with tertiary-butyl alcohol to obtain crystals of N-(3-chlorophenyl)-N'-(2-imidazolidinylidene) urea hydroiodide product as a crystalline solid. The crystals are recrystallized from tertiary butyl alcohol several times to obtain a purified product, m.p. 192°-194° C. (dec.).

Workup

  1. temperatureto heat
  2. temperatureunder reflux for five hours
  3. customThe resulting reaction mixture
  4. customis evaporated to dryness in vacuo
  5. additiondiluted with tertiary-butyl alcohol

Sources & evidence

ORD record
ord-6bf643bd260549059d8b80b2414da10b
Source dataset
uspto-grants-1980_10
Patent number
US04229462

Reaction notes

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