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Ammonium Chloride → tert-Butyl {3-[6-amino-1-(3-methylbut-2-enyl)-1H-benzimidazol-2-ylsulfanyl]propyl}carbamate

HRID 1714179
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HRID 1714179 반응식
[CH3:1][C:2]([CH3:29])=[CH:3][CH2:4][N:5]1[C:9]2[CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[S:17][CH2:18][CH2:19][CH2:20][NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25].[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]2[N:7]=[C:6]([S:17][CH2:18][CH2:19][CH2:20][NH:21][C:22](=[O:28])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[N:5]([CH2:4][CH:3]=[C:2]([CH3:29])[CH3:1])[C:9]=2[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 86619700tert-butyl {3-[1-(3-methylbut-2-enyl)-6-nitro-1H-benzimidazol-2-ylsulfanyl]propyl}carbamate

생성물 1

HCID 59464722tert-Butyl {3-[6-amino-1-(3-methylbut-2-enyl)-1H-benzimidazol-2-ylsulfanyl]propyl}carbamate수율 107.1%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매
HCID 962
Water
용매

실험 절차

A solution of 140 mg (0.33 mmol) of tert-butyl {3-[1-(3-methylbut-2-enyl)-6-nitro-1H-benzimidazol-2-ylsulfanyl]propyl}carbamate in 15 ml of ethanol was added dropwise to a suspension of 93 mg (1.66 mmol) of iron and 16 mg (0.30 mmol) of ammonium chloride in 1.5 ml of water and boiled at reflux for 3 hours. The catalyst was filtered off and washed with ethanol. The filtrate was concentrated under reduced pressure. The 138 mg of the desired product thus obtained were used in the next stage without further purification.

후처리

  1. temperatureat reflux for 3 hours
  2. filtrationThe catalyst was filtered off
  3. washwashed with ethanol
  4. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bf785caf84134e6c8724c8b7052e787f
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795445B2

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