HCID 20548455, compound → HCID 20324622, compound

HRID 436839Notes

Reaction equation

HRID 436839 reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]=[C:9]=[O:10])=[N:5][N:4]=1.[CH2:11]([NH:15][CH2:16][CH:17]=[O:18])[CH2:12][CH:13]=[CH2:14]>C1C=CC=CC=1>[CH2:11]([N:15]([CH2:16][CH:17]=[O:18])[C:9]([NH:8][C:6]1[S:7][C:3]([O:2][CH3:1])=[N:4][N:5]=1)=[O:10])[CH2:12][CH:13]=[CH2:14]

Participants

4

Reactant 2

HCID 20548455HCID 20548455, compoundHCID 451234665-Methoxy-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 20324622HCID 20324622, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-methoxy-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the diethyl acetal of 2-but-3-enylaminoacetaldehyde (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 the desired product the diethyl acetal of 2-[1-but-3-enyl-3-(5-methoxy-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

Sources & evidence

ORD record
ord-c616ff406c0440f595cbade85b1ab651
Source dataset
uspto-grants-1977_06
Patent number
US04028375

Reaction notes

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