Bromoacetyl bromide → 2-(Bromoacetyl)amino-N-(5-chloropyridin-2-yl)benzamide

HRID 988612

反応式

HRID 988612 の反応式
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:5].[Br:18][CH2:19][C:20](Br)=[O:21]>O1CCCC1.C(N(C(C)C)CC)(C)C.C(OCC)(=O)C.O>[Br:18][CH2:19][C:20]([NH:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:5])=[O:21]

参加物

7

反応物 2

HCID 61147Bromoacetyl bromideHCID 219063812-amino-N-(5-chloropyridin-2-yl)benzamide

生成物 1

HCID 219063592-(Bromoacetyl)amino-N-(5-chloropyridin-2-yl)benzamide収率 89.6%

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒HCID 81531Diisopropylethylamine溶媒

実験手順

To a stirred solution of 2-amino-N-(5-chloropyridin-2-yl)benzamide (1.65 g, 6.66 mmol) in tetrahydrofuran (60 mL)and diisopropylethyl amine (1.28 mL) was added bromoacetyl bromide (0.64 mL, 7.32 mmol) dropwise at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. Diluted the reaction mixture with ethyl acetate (120 mL) and water (50 mL). Separated the organic layer and washed with water (25 mL), saturated sodium bicarbonate (50 mL), 0.2 N hydrochloric acid (25 mL), water (50 mL). Dried over sodium sulfate and remove the solvent to get crude product (2.2 g), which was used as such in the following step.

後処理

  1. customSeparated the organic layer
  2. washwashed with water (25 mL), saturated sodium bicarbonate (50 mL), 0.2 N hydrochloric acid (25 mL), water (50 mL)
  3. dry with materialDried over sodium sulfate
  4. customremove the solvent

出典と根拠

ORDレコード
ord-bcbb62a2c3594c6d9110c3825461b670
出典データセット
uspto-grants-2003_10
特許番号
US06635657B1

関連ノート

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