Nitric Acid → 1-[2-Cyano-2-(4-phenylsulfinylphenyl)hexyl] imidazole

HRID 128227ノート

反応式

HRID 128227 の反応式
[C:1]([C:3]([C:14]1[CH:19]=[CH:18][C:17]([S:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1)#[N:2].ClC1C=C(C=CC=1)C(OO)=[O:32].[N+]([O-])(O)=O.CCOCC>C(Cl)Cl>[C:1]([C:3]([C:14]1[CH:15]=[CH:16][C:17]([S:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:32])=[CH:18][CH:19]=1)([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1)#[N:2]

参加物

6

反応物 4

HCID 944Nitric AcidHCID 3283Diethyl EtherHCID 70297m-Chloroperbenzoic acidHCID 540197231-[2-Cyano-2-(4-phenylthiophenyl)hexyl]imidazole

生成物 1

HCID 234689461-[2-Cyano-2-(4-phenylsulfinylphenyl)hexyl] imidazole収率 92.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4 g (0.01 mole) of 1-[2-cyano-2-(4-phenylthiophenyl)hexyl]imidazole in 25 ml of methylene chloride is added 2.5 g (0.012 mole) of 85% m-chloroperoxybenzoic acid in small portions at 0°. The mixture is stirred at room temperature overnight. To the reaction mixture is added conc. nitric acid until it is strongly acidic. To this solution is added 150 ml of anhydrous ether. The gummy solid precipitates are washed with ether and back neutralized with dilute NH4OH solution. The free base (3.5 g) thus obtained is a yellow solid, mp 55°-61°.

後処理

  1. customThe gummy solid precipitates
  2. washare washed with ether

出典と根拠

ORDレコード
ord-d6329a594585427982c409e6d90ef8a6
出典データセット
uspto-grants-1981_03
特許番号
US04259339

反応ノート

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