Benzaldehyde → 1-Methyl-5-nitro-2-(2-phenylethenyl)imidazole

HRID 437059ノート

反応式

HRID 437059 の反応式
NC1N(C)N=[C:4]([C:8]2[N:9]([CH3:16])[C:10]([N+:13]([O-:15])=[O:14])=[CH:11][N:12]=2)[C:3]=1[C:17]#N.CC1NC([N+]([O-])=O)=CN=1.S(OC)(OC)(=O)=O.CN1C([N+]([O-])=O)=CN=C1C.C(=O)[C:46]1[CH:51]=[CH:50]C=[CH:48][CH:47]=1.[O-]CC.[Na+]>C(O)C.C1C=CC=CC=1>[CH3:16][N:9]1[C:10]([N+:13]([O-:15])=[O:14])=[CH:11][N:12]=[C:8]1[CH:4]=[CH:3][C:17]1[CH:50]=[CH:51][CH:46]=[CH:47][CH:48]=1

参加物

9

反応物 6

HCID 240BenzaldehydeHCID 3090DimetridazoleHCID 6497Dimethyl SulfateHCID 127602-Methyl-5-nitroimidazole2 回HCID 2723922Sodium ethoxideHCID 203681595-Amino-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazole-4-carbonitrile

生成物 1

HCID 3274861-Methyl-5-nitro-2-(2-phenylethenyl)imidazole

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 702Ethanol溶媒

実験手順

An exemplary starting compound, 5-amino-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazole-4-carbonitrile, is readily synthesized starting from commercially-available 2-methyl-5-nitroimidazole. The 2-methyl-5-nitroimidazole is allowed to react with a suitable alkylating agent, such as dimethyl sulfate, in a suitable solvent, for example benzene, to yield the compound identified as 1,2-dimethyl-5-nitroimidazole. This latter compound is in turn allowed to react with benzaldehyde in the presence of a base, for example sodium ethoxide in absolute ethanol, to yield 1-methyl-5-nitro-2-styrylimidazole.

後処理

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出典と根拠

ORDレコード
ord-1b2a38706160455e8f021877c4027cc1
出典データセット
uspto-grants-1977_06
特許番号
US04029671

反応ノート

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