Benzoic acid, 2-iodo-, methyl ester → 4-Bromo-2-[(2-methoxycarbonyl-phenyl)amino]benzoic acid

HRID 1952884

反応式

HRID 1952884 の反応式
I[C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Br:12][C:13]1[CH:14]=[C:15]([NH2:22])[C:16](=[CH:20][CH:21]=1)[C:17]([OH:19])=[O:18]>CO.O>[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[C:15]([NH:22][C:2]2[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=2[C:4]([O:6][CH3:7])=[O:5])[CH:14]=1

参加物

4

反応物 2

HCID 69132Benzoic acid, 2-iodo-, methyl esterHCID 886912-Amino-4-bromobenzoic acid

生成物 1

HCID 105457714-Bromo-2-[(2-methoxycarbonyl-phenyl)amino]benzoic acid収率 70%

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

Reaction of methyl 2-iodobenzoate and 4-bromoanthranilic acid by the reported method [Rewcastle and Denny, Synth. Comm, 1987, 17, 309] gave 4-bromo-2-[(2-methoxycarbonyl-phenyl)amino]benzoic acid (70%), mp (MeOH/H2O) 218-219.5° C. 1H NMR [(CD3)2SO] δ 3.85 (s, 3 H, COOCH3), 7.08-7.12 (m, 2 H, 2×ArH), 7.50 (d, J=1.9 Hz, 1 H, H-3), 7.57 (d, J=3.8 Hz, 3 H, 2×ArH), 7.84 (d, J=8.4 Hz, 1 H, ArH), 7.93 (d, J=7.7 Hz, 1 H, ArH), 10.80 (s, 1 H, NH), 13.33 (br s, 1 H, COOH). Anal. (C15H12BrNO4) C, H, N.

出典と根拠

ORDレコード
ord-c12c10c959744f649db8a1e228019ff1
出典データセット
uspto-grants-2000_09
特許番号
US06114332

関連ノート

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