Toluene → 2-[1-Methyl-3-(5,5,7-trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl)ureido]acetaldehyde
Reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:13][C:6]2[N:7]=[C:8]([N:10]=[C:11]=[O:12])[S:9][C:5]=2[CH:4]([CH3:14])[CH2:3]1.C[CH:17]([NH2:20])[CH:18]=[O:19].[C:21]1(C)C=CC=CC=1>>[CH3:21][N:20]([CH2:17][CH:18]=[O:19])[C:11]([NH:10][C:8]1[S:9][C:5]2[CH:4]([CH3:14])[CH2:3][C:2]([CH3:15])([CH3:1])[CH2:13][C:6]=2[N:7]=1)=[O:12]Participants
4
Procedure
5,5,7-Trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl isocyanate dimer (7.5 grams), the dimethyl acetal of 2-methyl-aminoacetaldehyde (5 grams) and toluene (15 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer and reflux condenser. The reaction mixture was then heated, with stirring for a period of about 1 hour. After this time the mixture was cooled and filtered. The filtrate was washed with water, dried and evaporated, leaving the desired product dimethyl acetal of 2-[1-methyl-3-(5,5,7-trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl)ureido]acetaldehyde as a brown oil.
Workup
- customequipped with a mechanical stirrer
- temperaturereflux condenser
- temperatureThe reaction mixture was then heated
- temperatureAfter this time the mixture was cooled
- filtrationfiltered
- washThe filtrate was washed with water
- customdried
- customevaporated
Sources & evidence
- ORD record
- ord-e525fcfbc1654ba9a1aa81e43617d687
- Source dataset
- uspto-grants-1982_03
- Patent number
- US04319914
Reaction notes
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