2-Thiophenecarboxaldehyde → HCID 2751720, compound

HRID 1729462Notes

Reaction equation

HRID 1729462 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[NH:8]1[CH2:14][C:12](=[O:13])[NH:11][C:9]1=[O:10]>>[C:2]1([CH:6]=[C:14]2[NH:8][C:9](=[O:10])[NH:11][C:12]2=[O:13])[S:1][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 73642-ThiophenecarboxaldehydeHCID 10006Hydantoin

Product 1

HCID 2751720HCID 2751720, compoundYield 75%

Procedure

It known that the condensation of thiophene-2-carbaldehyde with hydantoin gives 5-(2-thenylidene) hydantoin, which can then be reduced either into 5-(2-thenyl) hydantoin, with a yield of 75% by sodium amalgam in a petroleum ether (G. BARGER and A. EASSON, J. Chem. Soc. 1938, 2100), or directly into β 2-thienyl alanine, with a yield of 72% by using ammonium sulphide (V. du VIGNEAUD et al, J. Biol. Chem., 159, 385-94, 1945).

Sources & evidence

ORD record
ord-d565bdafe35644998de3cf30d8920807
Source dataset
uspto-grants-1994_07
Patent number
US05332829

Reaction notes

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