HCID 20357041, compound → HCID 20357003, compound

HRID 2083597Notes

Reaction equation

HRID 2083597 reaction equation
[CH3:1][S:2]([C:5]1[S:9][C:8]([N:10]=[C:11]=[O:12])=[N:7][N:6]=1)(=[O:4])=[O:3].[CH2:13]([NH:16][CH:17]([CH2:20][O:21][CH3:22])[CH:18]=[O:19])[CH2:14][CH3:15]>C1C=CC=CC=1>[CH2:13]([N:16]([CH:17]([CH2:20][O:21][CH3:22])[CH:18]=[O:19])[C:11]([NH:10][C:8]1[S:9][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[N:6][N:7]=1)=[O:12])[CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 20357041HCID 20357041, compoundHCID 542537365-Methylsulfonyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 20357003HCID 20357003, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

5-Methylsulfonyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 2-propylamino-3-methoxypropionaldehyde (0.1 mole) and benzene (60 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at reflux for a period of about 30 minutes. After this time the mixture is stripped of benzene under reduced pressure to yield a solid product as the residue. This residue is then recrystallized to yield the desired product the dimethyl acetal of 2-[1-propyl-3-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)ureido]-3-methoxypropionaldehyde.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux for a period of about 30 minutes
  5. customto yield a solid product as the residue
  6. customThis residue is then recrystallized

Sources & evidence

ORD record
ord-8cd570d253394e6bb08933852f52b269
Source dataset
uspto-grants-1978_04
Patent number
US04086238

Reaction notes

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