Ethyl Acetate → 4-Acetamido-4'-aminoazobenzene

HRID 522516

反応式

HRID 522516 の反応式
[N:1]([C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1)=[N:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:17](OCC)(=[O:19])[CH3:18]>ClCCl>[C:17]([NH:14][C:13]1[CH:15]=[CH:16][C:10]([N:1]=[N:2][C:3]2[CH:4]=[CH:5][C:6]([NH2:7])=[CH:8][CH:9]=2)=[CH:11][CH:12]=1)(=[O:19])[CH3:18]

参加物

4

反応物 2

HCID 8857Ethyl AcetateHCID 108554,4'-Diazenediyldianiline

生成物 1

HCID 27492794-Acetamido-4'-aminoazobenzene収率 73%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Following the general monoacylation procedure, 4,4′-azodianiline (25 mg, 120 μmol) was treated with acetyl choloride (8.5 μl, 120 μmol). Silica gel chromatography through a wide column (20% ethyl acetate in dichloromethane, gradient to 66%) provided S1 as an orange solid (22 mg, 90 μmol, 73% yield): 1H (CD3CN, 500 MHz): 1.98 (s, 3H); 4.77 (s, 21-1); 6.74 (d, 2H, J=8.5); 7.70 (d, 4H. J=8.5); 7.77 (d, 21-1, J=8.5); 8.53 (s, 1H). 13C(CD3CN, 125 MHz): 23.4, 113.9, 119.3, 122.7, 124.7, 140.6, 144.3, 148.6, 151.5, 168.7. HRMS (FAB+): calc'd for C14H14N4O—254.1168. found—254.1171 (M+).

後処理

  1. additionwas treated with acetyl choloride (8.5 μl, 120 μmol)

出典と根拠

ORDレコード
ord-18c2e7125db14de9adde91fa332128cd
出典データセット
uspto-grants-2016_05
特許番号
US09334231B2

関連ノート

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