Acetic Acid → 2-Amino-5-bromo-3-fluoro-N-methyl-benzamide

HRID 1041438ノート

反応式

HRID 1041438 の反応式
[NH2:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].C(O)(=O)C.[Br:17]Br>>[NH2:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([Br:17])=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 24408BromineHCID 272815042-Amino-3-fluoro-n-methylbenzamide

生成物 1

HCID 672637462-Amino-5-bromo-3-fluoro-N-methyl-benzamide

実験手順

2-Amino-3-fluoro-N-methyl-benzamide (10.0 g, 59.5 mmol) was dissolved in acetic acid (100 mL, 176 mmol) and bromine (3.22 mL, 62.4 mmol) was added. The reaction was stirred at room temperature for 20 minutes and the precipitate was then collected by filtration and washed with ethyl ether. The white solid was dried overnight under high vacuum at 50° C. to obtain 2-amino-5-bromo-3-fluoro-N-methyl-benzamide; hydrobromide as a white solid (16.8 g, 86%). LCMS (m/e) 216 (M-NHCH3); 1H-NMR (d6-DMSO, 400 MHz) δ 8.49-8.38 (m, 1H), 7.83-7.46 (m, 3H), 7.54 (s, 1H), 7.43 (d, 1H, J=10.89 Hz), 2.72 (d, 3H, J=4.2 Hz); 19F-NMR (d6-DMSO, 400 MHz) δ 131.

後処理

  1. filtrationthe precipitate was then collected by filtration
  2. washwashed with ethyl ether
  3. customThe white solid was dried overnight under high vacuum at 50° C.

出典と根拠

ORDレコード
ord-17876468463145949e96dcec8c5f0a15
出典データセット
uspto-grants-2013_10
特許番号
US08552186B2

反応ノート

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