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p-Xylyl bromide → (4-methylbenzyl)-1H-benzo[d]imidazol-5-amine

HRID 45939
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반응식

HRID 45939 반응식
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[NH:3][CH:2]=1.[CH3:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>>[CH3:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:1]2[C:5]3[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=3[N:3]=[CH:2]2)=[CH:14][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 7721p-Xylyl bromideHCID 11430Potassium CarbonateHCID 136235-Aminobenzimidazole

생성물 1

HCID 62507494(4-methylbenzyl)-1H-benzo[d]imidazol-5-amine

실험 절차

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), 4-methylbenzylbromide (407 mg; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5; Yield: 0.109 g (32.0%); MS m/z: 342.1 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 2.23 (s, 6H); 4.57 (s, 4H); 6.66 (br s, 1H); 6.71 (dd, 1H, 4J=2.1 Hz, 3J=8.9 Hz); 7.09 (d, 4H, 3J=7.9 Hz); 7.14 (d, 4H, 3J=7.9 Hz); 7.30 (d, 1H, 3J=8.5 Hz); 7.88 (s, 1H); 11.88 (br s, 1H); HPLC (METHOD [A]): rt 17.36 min (98.1%)

후처리

  1. customThe compound was synthesized
  • customrt 17.36 min (98.1%)
  • 출처 및 근거

    ORD 기록
    ord-d94a5eae9a8e4e068f5b1a491d04ce35
    출처 데이터셋
    uspto-grants-2013_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08541596B2

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