Acetonitrile → 2-Thenoylacetonitrile

HRID 986828Notes

Reaction equation

HRID 986828 reaction equation
C(O[C:4]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)=[O:5])C.[H-].[Na+].[C:13](#[N:15])[CH3:14]>C1(C)C=CC=CC=1>[S:7]1[CH:8]=[CH:9][CH:10]=[C:6]1[C:4]([CH2:14][C:13]#[N:15])=[O:5]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 76052Ethyl 2-thenoate

Product 1

HCID 1418532-ThenoylacetonitrileYield 92.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

78.1 grams (0.5 mole) of thiophene-2-carboxylic acid ethyl ester and 30 grams (1 mole) of sodium hydride (80% in suspension in white oil) were reacted with 41.5 grams (1 mole) of acetonitrile in 500 ml of dry toluene. There were obtained 70.0 grams (92.6% of theory) of 2-thiophenoylacetonitrile having a melting point of 110° C.

Sources & evidence

ORD record
ord-88d47e30d4e14b23b6921d740fb6f67b
Source dataset
uspto-grants-1987_12
Patent number
US04716237

Reaction notes

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