Aminoacetaldehyde dimethyl acetal → HCID 19778271, compound

HRID 345625Notes

Reaction equation

HRID 345625 reaction equation
[N:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)=[C:2]=[S:3].CO[CH:11](OC)[CH2:12][NH2:13]>C1(C)C=CC=CC=1>[S:5]1[CH:6]=[CH:7][CH:8]=[C:4]1[N:1]1[CH:11]=[CH:12][NH:13][C:2]1=[S:3]

Participants

4

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 123481702-Isothiocyanatothiophene

Product 1

HCID 19778271HCID 19778271, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-isothiocyanatothiophene (16.9 g, 0.12 mol) and aminoacetaldehyde dimethyl acetal (12.6 g, 0.12 mol) in 200 ml toluene is refluxed for 2 hours. After removal of the toluene, the residue is dissolved in 200 ml ethanol and 45 ml conc. HCl added. After the reaction is refluxed for 5 hours, it is poured onto ice. The product is collected and purified by recrystallization.

Workup

  1. temperatureis refluxed for 2 hours
  2. customAfter removal of the toluene
  3. dissolutionthe residue is dissolved in 200 ml ethanol
  4. addition45 ml conc. HCl added
  5. temperatureAfter the reaction is refluxed for 5 hours
  6. additionit is poured onto ice
  7. customThe product is collected
  8. custompurified by recrystallization

Sources & evidence

ORD record
ord-f72cb119bd0b443f89adcbbcca94b55f
Source dataset
uspto-grants-1991_10
Patent number
US05057613

Reaction notes

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