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Ammonium Chloride → 2-(2,3-Dichlorophenyl)-acetamidine hydrochloride

HRID 2169214
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HRID 2169214 반응식
[NH4+:1].[Cl-].C[Al](C)C.[Cl:7][C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:15][C:16]#[N:17]>C1(C)C=CC=CC=1>[ClH:7].[Cl:7][C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:15][C:16]([NH2:1])=[NH:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 229020Benzeneacetonitrile, 2,3-dichloro-HCID 16682925Trimethylaluminum

생성물 1

HCID 867258632-(2,3-Dichlorophenyl)-acetamidine hydrochloride수율 156.2%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

To a stirred suspension of NH4Cl (4.29 g, 80.21 mmol) in dry toluene (120 mL) was added trimethyl aluminium (2M in toluene, 41 mL, 80.21 mmol) at 5° C. The mixture was then warmed to room temperature and stirred for 2 h. A solution of (2,3-dichlorophenyl)-acetonitrile (128) (5 g, 26.73 mmol) in toluene (25 mL) was added to the mixture and stirred for 14 h at 80° C. After completion of the reaction, it was quenched with a suspension of silica gel in chloroform and the reaction mixture was stirred for half an hour at room temperature and filtered through a sintered funnel. The silica gel was washed with methanol and the combined filtrate was concentrated under reduced pressure to get 2-(2,3-dichlorophenyl)-acetamidine hydrochloride salt (129) (5 g, 78%) as an off-white solid.

후처리

  1. stirringstirred for 14 h at 80° C
  2. customAfter completion of the reaction, it
  3. customwas quenched with a suspension of silica gel in chloroform
  4. stirringthe reaction mixture was stirred for half an hour at room temperature
  5. filtrationfiltered through a sintered funnel
  6. washThe silica gel was washed with methanol
  7. concentrationthe combined filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-386af2cc10cb4841a0f700214c6a1749
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045486B2

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