Benzene → HCID 22766881, compound

HRID 839803Notes

Reaction equation

HRID 839803 reaction equation
[Cl: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:18][CH2:19][CH:20]=[O:21])[CH3:17]>C(O)C.O>[CH2:16]([N:18]([CH2:19][CH:20]=[O:21])[C:8]([NH:7][C:5]1[S:6][C:2]([Cl:1])=[CH:3][N:4]=1)=[O:9])[CH3:17]

Participants

5

Reactant 3

HCID 241BenzeneHCID 205484642-(Ethylamino)acetaldehydeHCID 23062251HCID 23062251, compound

Product 1

HCID 22766881HCID 22766881, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

5-Chlorothiazol-2-yl isocyanate dimer (17.0 grams), benzene (70 ml) and the dimethyl acetal of 2-ethylaminoacetaldehyde (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-ethyl-3-(5-chlorothiazol-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-6d1e79f0794b4a189fa1b7d8972c7748
Source dataset
uspto-grants-1978_06
Patent number
US04097485

Reaction notes

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