HCID 21400087, compound → HCID 21481899, compound

HRID 1415358Notes

Reaction equation

HRID 1415358 reaction equation
[CH:1]1([C:6]2[S:10][C:9]([N:11]=[C:12]=[O:13])=[N:8][N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:14]([NH:17][CH2:18][CH2:19][CH:20]=[O:21])[CH2:15][CH3:16]>C1C=CC=CC=1>[CH2:14]([N:17]([CH2:18][CH2:19][CH:20]=[O:21])[C:12]([NH:11][C:9]1[S:10][C:6]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[N:7][N:8]=1)=[O:13])[CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 21400087HCID 21400087, compoundHCID 54090647HCID 54090647, compound

Product 1

HCID 21481899HCID 21481899, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-cyclopentyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 3-propylaminopropionaldehyde (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 3-[1-propyl-3-(5-cyclopentyl-1,3,4-thiadiazol-2-yl)ureido]propionaldehyde.

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-0f6d859f0e0c4976af5359f76d010c83
Source dataset
uspto-grants-1977_01
Patent number
US04004912

Reaction notes

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