HCID 20324621, compound → HCID 20324632, compound

HRID 838817Notes

Reaction equation

HRID 838817 reaction equation
[CH3:1][S:2]([C:4]1[S:8][C:7]([N:9]=[C:10]=[O:11])=[N:6][N:5]=1)=[O:3].[CH2:12]([C:15]([NH:21][CH2:22][CH:23]=[O:24])([CH2:18][CH2:19][CH3:20])[C:16]#[CH:17])[CH2:13][CH3:14]>C1C=CC=CC=1>[CH2:18]([C:15]([N:21]([CH2:22][CH:23]=[O:24])[C:10]([NH:9][C:7]1[S:8][C:4]([S:2]([CH3:1])=[O:3])=[N:5][N:6]=1)=[O:11])([CH2:12][CH2:13][CH3:14])[C:16]#[CH:17])[CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 20324621HCID 20324621, compoundHCID 540842185-Methylsulfinyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 20324632HCID 20324632, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-methylsulfinyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the diethyl acetal of 2-(1,1-dipropylprop-2-ynylamino)acetaldehyde (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 diethyl acetal of 2-[1-(1,1-dipropylprop-2-ynyl)-3-(5-methylsulfinyl-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-69cd808ba1674ed292d1ecbd46509764
Source dataset
uspto-grants-1978_06
Patent number
US04093443

Reaction notes

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