Sodium Hydroxide → HCID 86735839, compound

HRID 866498

Reaction equation

HRID 866498 reaction equation
[C:1]1([S:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCOCC1.[NH2:17][N:18]1[CH2:22][CH2:21][NH:20][C:19]1=[O:23].[OH-].[Na+]>O>[O:23]=[C:19]1[NH:20][CH2:21][CH2:22][N:18]1[NH:17][C:8](=[O:9])[S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 14798Sodium Hydroxide2×HCID 312751,4-Dioxane2×HCID 83493Carbonochloridothioic acid, S-phenyl esterHCID 1816971-Aminoimidazolidin-2-one

Product 1

HCID 86735839HCID 86735839, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.2 ml. of (phenylthio)carbonyl chloride are dissolved in 30 ml. of dioxane and a solution of 2.63 g. of 1-amino-2-imidazolidinone in a mixture of 10 ml. of dioxane and 10 ml. of water is added. 2N sodium hydroxide solution is added dropwise at room temperature so that the pH is about 7.5-8.0. About 15 ml. of 2N sodium hydroxide are required. The dioxane is then distilled off. An oil separates which crystallizes after a short while to give 3.2 g. of (2-oxo-1-imidazolidinyl)carbamothioic acid, S-phenyl ester, m.p. 154°-159° (after recrystallization from ethyl acetate).

Workup

  1. distillationThe dioxane is then distilled off
  2. customAn oil separates which crystallizes after a short while
  3. customto give 3.2 g
  4. customof (2-oxo-1-imidazolidinyl)carbamothioic acid, S-phenyl ester, m.p. 154°-159° (after recrystallization from ethyl acetate)

Sources & evidence

ORD record
ord-bd9ef1d5f664452fbb3029a3ec0b4a5d
Source dataset
uspto-grants-1978_07
Patent number
US04099001

Linked notes

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