Ethyl Acetate → 2-[1-Methyl-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)ureido]-acetaldehyde
Reaction equation
[CH:1]1([C:4]2[S:8][C:7]([N:9]=[C:10]=[O:11])=[N:6][N:5]=2)[CH2:3][CH2:2]1.C[CH:13]([NH2:16])[CH:14]=[O:15].[C:17](OCC)(=O)C>>[CH3:17][N:16]([CH2:13][CH:14]=[O:15])[C:10]([NH:9][C:7]1[S:8][C:4]([CH:1]2[CH2:3][CH2:2]2)=[N:5][N:6]=1)=[O:11]Participants
4
Procedure
A mixture of 5-cyclopropyl-1,3,4-thiadiazol-2-yl isocyanate dimer (7 grams), the dimethyl acetal of 2-methyl-aminoacetaldehyde (5 grams) and ethyl acetate (50 ml) were charged into a glass reaction vessel equipped with a mechanical sirrer and reflux condenser. The reaction mixture is heated at reflux for a period of about 2 hours. After this time the mixture is stripped of solvent under reduced pressure to yield the desired product the dimethyl acetal of 2-[1-methyl-3-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)ureido]-acetaldehyde as an oil.
Workup
- customequipped with a mechanical sirrer
- temperaturereflux condenser
- temperatureThe reaction mixture is heated
- temperatureat reflux for a period of about 2 hours
Sources & evidence
- ORD record
- ord-ba7a91e64dba4f9d80b455b33b0163cd
- Source dataset
- uspto-grants-1977_03
- Patent number
- US04012223
Reaction notes
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