5-Allyl-1,3,4-thiadiazol-2-yl isocyanate → HCID 20357015, compound

HRID 2083611Notes

Reaction equation

HRID 2083611 reaction equation
[CH2:1]([C:4]1[S:8][C:7]([N:9]=[C:10]=[O:11])=[N:6][N:5]=1)[CH:2]=[CH2:3].[Br:12][CH2:13][CH2:14][CH2:15][NH:16][CH:17]([CH2:20][O:21][CH3:22])[CH:18]=[O:19]>C1C=CC=CC=1>[Br:12][CH2:13][CH2:14][CH2:15][N:16]([CH:17]([CH2:20][O:21][CH3:22])[CH:18]=[O:19])[C:10]([NH:9][C:7]1[S:8][C:4]([CH2:1][CH:2]=[CH2:3])=[N:5][N:6]=1)=[O:11]

Participants

4

Reactant 2

HCID 538389725-Allyl-1,3,4-thiadiazol-2-yl isocyanateHCID 53911285HCID 53911285, compound

Product 1

HCID 20357015HCID 20357015, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

5-Allyl-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 2-γ-bromopropylamino-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 2-[1-γ-bromopropyl-3-(5-allyl-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-2c3adea1e3584343b66d50c129430d43
Source dataset
uspto-grants-1978_04
Patent number
US04086238

Reaction notes

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