2-(Ethylamino)acetaldehyde → HCID 21447850, compound

HRID 596743Notes

Reaction equation

HRID 596743 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[S:12][C:11]([N:13]=[C:14]=[O:15])=[N:10][N:9]=2)[CH2:4][CH2:3]1.[CH2:16]([NH:18][CH2:19][CH:20]=[O:21])[CH3:17]>C1C=CC=CC=1>[CH2:16]([N:18]([CH2:19][CH:20]=[O:21])[C:14]([NH:13][C:11]1[S:12][C:8]([CH:5]2[CH2:4][CH2:3][CH:2]([Cl:1])[CH2:7][CH2:6]2)=[N:9][N:10]=1)=[O:15])[CH3:17]

Participants

4

Reactant 2

HCID 205484642-(Ethylamino)acetaldehydeHCID 53797236HCID 53797236, compound

Product 1

HCID 21447850HCID 21447850, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 5-(4-chlorocyclohexyl)-1,3,4-thiadiazol-2-yl isocyanate dimer (13 grams), the dimethyl acetal of 2-ethylaminoacetaldehyde (6.9 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. The residue is then recrystallized to yield the desired product the dimethyl acetal of 2-{1-ethyl-3-[5-(4-chlorocyclohexyl)-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. customThe residue is then recrystallized

Sources & evidence

ORD record
ord-162611e4112543d3a413d11041eb406e
Source dataset
uspto-grants-1977_03
Patent number
US04012223

Reaction notes

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