Benzene → HCID 22766846, compound

HRID 1111591Notes

Reaction equation

HRID 1111591 reaction equation
[I:1][C:2]1[S:6][C:5]([N:7]=[C:8]=[O:9])=[N:4][CH:3]=1.C1C=CC=CC=1.[CH2:16]([NH:19][CH2:20][CH:21]=[O:22])[C:17]#[CH:18]>C(O)C.O>[CH2:16]([N:19]([CH2:20][CH:21]=[O:22])[C:8]([NH:7][C:5]1[S:6][C:2]([I:1])=[CH:3][N:4]=1)=[O:9])[C:17]#[CH:18]

Participants

5

Reactant 3

HCID 241BenzeneHCID 203927542-PropargylaminoacetaldehydeHCID 53997918HCID 53997918, compound

Product 1

HCID 22766846HCID 22766846, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

5-Iodothiazol-2-yl isocyanate dimer (17.0 grams), benzene (70 ml) and the dimethyl acetal of 2-propargylaminoacetaldehyde (13.5 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture is then stirred at room temperature for a period of about one hour. After this time the reaction mixture is filtered, and the filtrate is stripped of solvent under reduced pressure, leaving an oil. This oil is dissolved in an ethanol-water mixture, and the solution is filtered. The filtrate is then stripped of solvents under vacuum to yield the desired product the dimethyl acetal of 2-[1-propargyl-3-(5-iodothiazol-2-yl)ureido]acetaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. filtrationAfter this time the reaction mixture is filtered
  3. customleaving an oil
  4. filtrationthe solution is filtered

Sources & evidence

ORD record
ord-71a2817c142c429e83d1813957fc35e7
Source dataset
uspto-grants-1978_10
Patent number
US04118390

Reaction notes

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