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Hydrochloric Acid → 2-amino-3-bromo-5-chloro-N-(1-cyclopropylethyl)benzamide

HRID 1641469
ノート
印刷プレビュー

反応式

HRID 1641469 の反応式
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([NH:6][CH:7]([CH:9]1[CH2:11][CH2:10]1)[CH3:8])=[O:5].[H-].[Na+].[Br:19]Br.Cl>CN(C)C=O>[NH2:1][C:2]1[C:15]([Br:19])=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([NH:6][CH:7]([CH:9]1[CH2:11][CH2:10]1)[CH3:8])=[O:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24408BromineHCID 24758Sodium hydrideHCID 435330962-amino-5-chloro-N-(1-cyclopropylethyl)benzamide

生成物 1

HCID 667362892-amino-3-bromo-5-chloro-N-(1-cyclopropylethyl)benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

0.1 g of 2-amino-5-chloro-N-(1-cyclopropylethyl)benzamide was dissolved in 3 ml of N,N-dimethylformamide and cooled to 0° C. 0.02 g of sodium hydride was added, followed by stirring for one hour, and 0.09 g of bromine was added, followed by stirring for 2 hours. The reaction liquid was added to a 1 M-HCl aqueous solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1) to obtain 0.08 g of the pale yellow desired produce (melting point: 177° C.).

後処理

  1. stirringby stirring for 2 hours
  2. customThe reaction liquid
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1)
  8. customto obtain 0.08 g of the pale
  9. customyellow desired produce (melting point: 177° C.)

出典と根拠

ORDレコード
ord-0a0ec19efa3148e4b8d1e758e586ac3d
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08115006B2

反応ノート

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