Chloroform → 2-amino-6-chloro-N-(2-fluorophenyl)benzamide

HRID 452894

反応式

HRID 452894 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=O.O=S(Cl)Cl.[F:16][C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[NH2:19].C(Cl)(Cl)Cl>C1C=CC=CC=1>[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([NH:19][C:18]1[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=1[F:16])=[O:6]

参加物

6

反応物 4

HCID 6212ChloroformHCID 95842-FluoroanilineHCID 24386Thionyl ChlorideHCID 750712-Amino-6-chlorobenzoic acid

生成物 1

HCID 223165802-amino-6-chloro-N-(2-fluorophenyl)benzamide収率 34%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Prepared according to Procedure A using 2-amino-6-chlorobenzoic acid (2.0 g, 11.7 mmol) and SOCl2 (2.1 mL, 29.1 mmol) in benzene (60 mL), followed by 2-fluoroaniline (2.3 mL, 23.4 mmol) and CHCl3 (60 mL). The product was chromatographed in CH2Cl2 to provide 1.05 g of a yellow solid (34%). 1H NMR (CDCl3) δ: 8.45 (t, J=8.0 Hz, 1H); 8.01 (br s, 1H); 7.02-7.22 (m, 4H); 6.78 (dd, J=0.5, 7.9 Hz, 1H); 6.64 (dd, J=0.8, 8.2 Hz, 1H); 4.73 (br s, 2H). MS (ES): m/z 265.0 (M+).

後処理

  1. customPrepared
  2. customThe product was chromatographed in CH2Cl2

出典と根拠

ORDレコード
ord-03d321738718403294f4c13a88abd5ae
出典データセット
uspto-grants-2013_07
特許番号
US08492389B2

関連ノート

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