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

HRID 45939

反応式

HRID 45939 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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%)

後処理

  1. customThe compound was synthesized
  2. customrt 17.36 min (98.1%)

出典と根拠

ORDレコード
ord-d94a5eae9a8e4e068f5b1a491d04ce35
出典データセット
uspto-grants-2013_09
特許番号
US08541596B2

関連ノート

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