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

HRID 128227노트

반응식

HRID 128227 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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°.

후처리

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

출처 및 근거

ORD 기록
ord-d6329a594585427982c409e6d90ef8a6
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259339

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