Sulfuric Acid → HCID 20370254, compound

HRID 616442Notes

Reaction equation

HRID 616442 reaction equation
[N:1]1([CH2:7][C:8](=[CH2:14])[C:9]([O:11]CC)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:15]1([NH:21][NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CC(C)[O-].[Na+].S(=O)(=O)(O)O>C(O)(C)C>[N:1]1([CH2:7][CH:8]2[CH2:14][N:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:22][C:9]2=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 7516PhenylhydrazineHCID 109204432-Propanol, sodium salt (1:1)HCID 20370250HCID 20370250, compound

Product 1

HCID 20370254HCID 20370254, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Ethyl 2-piperidinomethylacrylate (19.7g) was added in one portion to a boiling mixture of phenylhydrazine (10.8g) and sodium isopropoxide (2.3g sodium) in isopropanol (100 ml), giving rise to a vigorous foaming. The solution was boiled vigorously under reflux in order to avoid contact of the reaction mixture with air. After boiling for one hour, the solution was cooled rapidly and neutralised with sulphuric acid (50 ml, 2N). The mixture was extracted with chloroform (3 × 100 ml) and the chloroform solution was evaporated to dryness, giving a buff solid.

Workup

  1. customgiving rise to a vigorous foaming
  2. temperatureunder reflux in order
  3. temperaturethe solution was cooled rapidly
  4. extractionThe mixture was extracted with chloroform (3 × 100 ml)
  5. customthe chloroform solution was evaporated to dryness
  6. customgiving a buff solid

Sources & evidence

ORD record
ord-d461d2ac20a242d39209efc199f0642b
Source dataset
uspto-grants-1978_02
Patent number
US04074051

Reaction notes

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