2-(Methylamino)acetaldehyde → HCID 20392685, compound

HRID 259142Notes

Reaction equation

HRID 259142 reaction equation
[Cl:1][CH2:2][C:3]1[S:7][C:6]([N:8]=[C:9]=[O:10])=[N:5][N:4]=1.[CH3:11][NH:12][CH2:13][CH:14]=[O:15]>C1C=CC=CC=1>[CH3:11][N:12]([CH2:13][CH:14]=[O:15])[C:9]([NH:8][C:6]1[S:7][C:3]([CH2:2][Cl:1])=[N:4][N:5]=1)=[O:10]

Participants

4

Reactant 2

HCID 133161322-(Methylamino)acetaldehydeHCID 54349766HCID 54349766, compound

Product 1

HCID 20392685HCID 20392685, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-chloromethyl-1,3,4-thiadiazol-2-yl isocyanate dimer (9.5 grams), the dimethyl acetal of 2-methylaminoacetaldehyde (5.8 grams) 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. This product is recrystallized to yield the desired product the dimethyl acetal of 2-[1-methyl-3-(5-chloromethyl-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. customThis product is recrystallized

Sources & evidence

ORD record
ord-35eaead5be934465be045411035e5769
Source dataset
uspto-grants-1977_07
Patent number
US04036848

Reaction notes

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