2-(Ethylamino)acetaldehyde → 2-[1-Ethyl-3-(5-pentyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde

HRID 328726Notes

Reaction equation

HRID 328726 reaction equation
[CH2:1]([C:6]1[S:10][C:9]([N:11]=[C:12]=[O:13])=[N:8][N:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:14]([NH:16][CH2:17][CH:18]=[O:19])[CH3:15]>C1C=CC=CC=1>[CH2:14]([N:16]([CH2:17][CH:18]=[O:19])[C:12]([NH:11][C:9]1[S:10][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[N:7][N:8]=1)=[O:13])[CH3:15]

Participants

4

Reactant 2

HCID 205484642-(Ethylamino)acetaldehydeHCID 540726035-Pentyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 214059272-[1-Ethyl-3-(5-pentyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-pentyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 2-ethylaminoacetaldehyde (0.1 mole) and benzene (60 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer and reflux condenser. The reaction mixture is heated at reflux for a period of about 15 minutes. After this time the mixture is stripped of benzene under reduced pressure to yield a solid product as the residue. The residue is then recrystallized to yield the desired product the dimethyl acetal of 2-[1-ethyl-3-(5-pentyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux for a period of about 15 minutes
  5. customto yield a solid product as the residue
  6. customThe residue is then recrystallized

Sources & evidence

ORD record
ord-2c618a9c095d49b98d935bb8b8671a9a
Source dataset
uspto-grants-1977_04
Patent number
US04018787

Reaction notes

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