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Benzylamine → 5-Amino-1-benzyl-1H-imidazole-4-carbonitrile

HRID 1989805
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반응식

HRID 1989805 반응식
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N/C(/C#N)=[C:11](\[C:14](=[NH:18])OCC)/[C:12]#[N:13].Cl.[NH2:22][C:23]1C=CC=CC=1.[OH-].[Na+]>C(O)C>[NH2:18][C:14]1[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:23]=[N:22][C:11]=1[C:12]#[N:13]
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참가 물질

6

반응물 4

HCID 7504BenzylamineHCID 8870Benzenamine hydrochloride (1:1)HCID 14798Sodium HydroxideHCID 86609248HCID 86609248, 화합물

생성물 1

HCID 3432245-Amino-1-benzyl-1H-imidazole-4-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
10 °C

실험 절차

Benzylamine (2.86 ml, 26.3 mmol) was added dropwise to a solution of ethyl [(Z)-2-amino-1,2-dicyanovinyl]imidoformate (4.1 g, 25.0 mmol) and aniline hydrochloride (50 mg) in ethanol (80 ml), stirring at 10° C. and the reaction mixture stirred at room temperature for 18 hours. The reaction mixture was added dropwise to 1M sodium hydroxide (50 ml), stirring at 10° C. and the resultant suspension stirred at room temperature for 18 hours. The solid was collected by filtration, washed with water and dried in vacuo. The title compound was obtained as an off white solid (3.6 g, 18.2 mmol, 73%).

후처리

  1. stirringthe reaction mixture stirred at room temperature for 18 hours
  2. stirringstirring at 10° C.
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-edc45f5d6c3b40db9e696a650759e1f1
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07642350B2

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