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Ammonia → HCID 178488159, 화합물

HRID 867879
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HRID 867879 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][O:13][C:14]1[CH:36]=[CH:35][C:17]2[NH:18][C:19]([S:21][CH2:22][C:23]3[N:28]=[C:27]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)[CH:26]=[CH:25][N:24]=3)=[N:20][C:16]=2[CH:15]=1.N>ClCCl>[CH3:12][O:13][C:14]1[CH:36]=[CH:35][C:17]2[NH:18][C:19]([S:21]([CH2:22][C:23]3[N:28]=[C:27]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)[CH:26]=[CH:25][N:24]=3)=[O:9])=[N:20][C:16]=2[CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 70297m-Chloroperbenzoic acid2회HCID 178488127HCID 178488127, 화합물

생성물 1

HCID 178488159HCID 178488159, 화합물수율 90.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of m-chloroperbenzoic acid (1.69 g) in dichloromethane (25 ml) was added to a stirred solution of 5-methoxy-2-[4-piperidino-2-pyrimidinylmethylthio]-(1H)benzimidazole (3.48 g) in dichloromethane (75 ml) cooled to between -30° and -35°. After 1.5 hours at -20° a further quantity of m-chloroperbenzoic acid (0.34 g) was added. After a further 30 minutes ammonia was passed through the reaction mixture and the precipitated solid filtered off. The filtrate was washed with aqueous sodium carbonate, which was back washed with chloroform. The combined organic phases were dried (K2CO3) stripped and the residue purified by column chromatography (silica gel, 2% MeOH-NH3 /CHCl3) to give 5-methoxy-2-(4-piperidino-2-pyrimidinylmethylsulphinyl)-(1H)-benzimidazole (3.28 g) as an oil.

후처리

  1. temperaturecooled to between -30° and -35°
  2. filtrationthe precipitated solid filtered off
  3. washThe filtrate was washed with aqueous sodium carbonate, which
  4. washwas back washed with chloroform
  5. dry with materialThe combined organic phases were dried (K2CO3)
  6. customthe residue purified by column chromatography (silica gel, 2% MeOH-NH3 /CHCl3)

출처 및 근거

ORD 기록
ord-9fab4cfd7652439ea03bf9a4fcfae75d
출처 데이터셋
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04777172

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