2-Propylaminoacetaldehyde → 2-[1-Propyl-3-(5-cyclobutyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde

HRID 267698Notes

Reaction equation

HRID 267698 reaction equation
[CH:1]1([C:5]2[S:9][C:8]([N:10]=[C:11]=[O:12])=[N:7][N:6]=2)[CH2:4][CH2:3][CH2:2]1.[CH2:13]([NH:16][CH2:17][CH:18]=[O:19])[CH2:14][CH3:15]>C1C=CC=CC=1>[CH2:13]([N:16]([CH2:17][CH:18]=[O:19])[C:11]([NH:10][C:8]1[S:9][C:5]([CH:1]2[CH2:2][CH2:3][CH2:4]2)=[N:6][N:7]=1)=[O:12])[CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 205484662-PropylaminoacetaldehydeHCID 543457415-Cyclobutyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 214478232-[1-Propyl-3-(5-cyclobutyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-cyclobutyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 2-propylaminoacetaldehyde (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-propyl-3-(5cyclobutyl-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-837800b372ae42659e3f6fb48179a5ee
Source dataset
uspto-grants-1976_03
Patent number
US03944409

Reaction notes

Loading…