Methylglyoxal → HCID 178441328、化合物

反応式

O=[C:2]([CH2:5][CH2:6][CH2:7][CH3:8])[CH:3]=O.O=C(C)C=O.CC1[N:16]=[C:17]([OH:24])[C:18]([C:21]([NH2:23])=[O:22])=[N:19]C=1.NC(C(N)=O)C(N)=O>>[CH2:5]([C:2]1[N:16]=[C:17]([OH:24])[C:18]([C:21]([NH2:23])=[O:22])=[N:19][CH:3]=1)[CH2:6][CH2:7][CH3:8]

参加物

反応物 4

HCID 880Methylglyoxal

HCID 964572-Aminopropanediamide

HCID 142755Hexanal, 2-oxo-2 回

HCID 178430562HCID 178430562、化合物

生成物 1

HCID 178441328HCID 178441328、化合物

実験手順

2-Oxohexanal (F. Ballistreri, et al., J. Organic Chem., 53, 830 (1988) is reacted (according to the method described by F. L. Muehlmann and A. R. Day in J. American Chem. Soc., 78, 242-4(1956) substituting 2-oxohexanal for the 2-oxopropanal used in the synthesis of 5-methyl-3-hydroxypyrazine-2-carboxamide) with aminomalonamide to give 5-n-butyl-3-hydroxypyrazine-2-carboxamide. The amide is hydrolyzed with sodium hydroxide in water at 95° C. to give 5-n-butyl-3-hydroxypyrazine-2-carboxylic acid. The acid is converted to the corresponding ester with methanol and hydrochloric acid and the ester is chlorinated with phosphorous oxychloride (according to the method described by G. Dick and H. Wood in J. Chem. Soc., 1955, 1379-82) to give the title compound.