2,4,6-Trimethylbenzoyl chloride → 2,4,6-Trimethyl-N-(7-nitro-1,3-benzothiazol-2-yl)benzamide

HRID 2235499ノート

反応式

HRID 2235499 の反応式
[N+:1]([C:4]1[C:12]2[S:11][C:10]([NH2:13])=[N:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:14][C:15]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[C:16]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[CH3:14][C:15]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[C:16]=1[C:17]([NH:13][C:10]1[S:11][C:12]2[C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=[CH:7][C:8]=2[N:9]=1)=[O:18]

参加物

4

反応物 2

HCID 970382,4,6-Trimethylbenzoyl chlorideHCID 43257247-Nitro-1,3-benzothiazol-2-amine

生成物 1

HCID 860492022,4,6-Trimethyl-N-(7-nitro-1,3-benzothiazol-2-yl)benzamide収率 66%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
75 °C

実験手順

To 0.089 g (0.46 mmol) of 7-nitro-1,3-benzothiazol-2-amine in 1 mL of pyridine was added 0.17 g (0.91 mmol) of 2,4,6-trimethylbenzoyl chloride. The mixture was heated to 75° C. for 18 h and the volatiles were removed in vacuo. The residue was washed with water and 1 N hydrochloric acid, dissolved in ethyl acetate, dried over sodium sulfate, filtered, concentrated in vacuo and the resulting crude solid was purified by flash chromatography eluting with 25% ethyl acetate/hexanes mixture to give 0.103 g (66%) of the title compound as a tan solid.

後処理

  1. customthe volatiles were removed in vacuo
  2. washThe residue was washed with water and 1 N hydrochloric acid
  3. dissolutiondissolved in ethyl acetate
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customthe resulting crude solid was purified by flash chromatography
  8. washeluting with 25% ethyl acetate/hexanes mixture

出典と根拠

ORDレコード
ord-3a18adc1c6664865b192f20b25dfca42
出典データセット
uspto-grants-2010_05
特許番号
US07714009B2

反応ノート

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