5-Methoxy-1,3,4-thiadiazol-2-yl isocyanate → HCID 53653296, compound

HRID 2083591Notes

Reaction equation

HRID 2083591 reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]=[C:9]=[O:10])=[N:5][N:4]=1.[Cl:11][CH2:12][CH2:13][NH:14][CH:15]([CH2:18][O:19][CH3:20])[CH:16]=[O:17]>C1C=CC=CC=1>[Cl:11][CH2:12][CH2:13][N:14]([CH:15]([CH2:18][O:19][CH3:20])[CH:16]=[O:17])[C:9]([NH:8][C:6]1[S:7][C:3]([O:2][CH3:1])=[N:4][N:5]=1)=[O:10]

Participants

4

Reactant 2

HCID 451234665-Methoxy-1,3,4-thiadiazol-2-yl isocyanateHCID 54415383HCID 54415383, compound

Product 1

HCID 53653296HCID 53653296, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

5-Methoxy-1,3,4-thiadiazol-2-yl isocyanate dimer (0.05 mole), the dimethyl acetal of 2-β-chloroethylamino-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-β-chloroethyl-3-(5-methoxy-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-5aa28d197d8545b7bee2f561fd84cca0
Source dataset
uspto-grants-1978_04
Patent number
US04086238

Reaction notes

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