3-(Methylamino)propanal → HCID 21481893, compound

HRID 1415365Notes

Reaction equation

HRID 1415365 reaction equation
[CH:1]1([C:8]2[S:12][C:11]([N:13]=[C:14]=[O:15])=[N:10][N:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:16][NH:17][CH2:18][CH2:19][CH:20]=[O:21]>C1C=CC=CC=1>[CH3:16][N:17]([CH2:18][CH2:19][CH:20]=[O:21])[C:14]([NH:13][C:11]1[S:12][C:8]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2)=[N:9][N:10]=1)=[O:15]

Participants

4

Reactant 2

HCID 212547783-(Methylamino)propanalHCID 214819185-Cycloheptyl-1,3,4-thiadiazol-2-yl isocyanate

Product 1

HCID 21481893HCID 21481893, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-cycloheptyl-1,3,4-thiadiazol-2-yl isocyanate dimmer (9.5 grams), the dimethyl acetal of 3-methylaminopropionaldehyde (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 3-[1-methyl-3-(5-cycloheptyl-1,3,4-thiadiazol-2-yl)ureido]propionaldehyde.

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-34c417559fe24f42b53b8d2ab6943d5b
Source dataset
uspto-grants-1977_01
Patent number
US04004912

Reaction notes

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