2-Thiophenecarboxaldehyde → HCID 968614, compound

HRID 1277918Notes

Reaction equation

HRID 1277918 reaction equation
N1CCCCC1.[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH:12]=O.[C:14]([CH2:16][C:17]([O:19][CH3:20])=[O:18])#[N:15]>O1CCOCC1>[C:14]([C:16](=[CH:12][C:8]1[S:7][CH:11]=[CH:10][CH:9]=1)[C:17]([O:19][CH3:20])=[O:18])#[N:15]

Participants

5

Reactant 3

HCID 73642-ThiophenecarboxaldehydeHCID 7747Methyl cyanoacetateHCID 8082Piperidine

Product 1

HCID 968614HCID 968614, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 1.0 ml of piperidine in 10 ml of dioxane was added carefully to a stirred solution of 33.65 g thiophene-2-carboxaldehyde and 29.7 g of methyl cyanoacetate in 40 ml of dioxane. On standing the reaction mixture overnight at room temperature a crystalline precipitate was obtained which was filtered off, washed with cold dioxane and dried in vacuo to give 1, as a solid, mp 104°-106° C.

Workup

  1. customthe reaction mixture overnight
  2. customat room temperature
  3. customwas obtained which
  4. filtrationwas filtered off
  5. washwashed with cold dioxane
  6. customdried in vacuo
  7. customto give 1

Sources & evidence

ORD record
ord-2cf233937d9f4783b723363d2ac26922
Source dataset
uspto-grants-1981_07
Patent number
US04279903

Reaction notes

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