Stannous Chloride → 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine

HRID 54371

反応式

HRID 54371 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C:12]([F:15])([F:14])[F:13])[C:5]([Cl:11])=[CH:6][C:7]=1[N+:8]([O-])=O.Cl[Sn]Cl>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([C:12]([F:15])([F:13])[F:14])[C:5]([Cl:11])=[CH:6][C:7]=1[NH2:8]

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 27376454-Chloro-2-nitro-5-(trifluoromethyl)aniline

生成物 1

HCID 27734974-Chloro-5-(trifluoromethyl)benzene-1,2-diamine収率 71%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

To a stirred mixture of 3-amino-6-chloro-4-nitrobenzotrifluoride (300 mg, 1.25 mmol) in ethanol (5 mL) was added SnCl2 ·2 H2O (1.40 g, 6.20 mmol) in one portion. The mixture was refluxed at 80° C. (oil bath, 90° C.) for 1 h and the solution was cooled to room temperature and ice water (20 g) was added. It was adjusted to pH=7 and extracted with ethyl acetate. The extract was dried over Mg2SO4 and evaporated to give 185 mg (71%) of 3,4-diamino-6-chlorobenzotrifluoride as a brown solid. 1H NMR (CDCl3): δ3.404 (s, 2H); 3.717 (s, 2H); 6.754 (s, 1H); 6.974 (s, 1H).

後処理

  1. temperaturethe solution was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over Mg2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-9a4e5912b3e34bdd83f7a1151a3a2f53
出典データセット
uspto-grants-1997_04
特許番号
US05622952

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