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

HRID 2235499노트

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HRID 2235499 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3a18adc1c6664865b192f20b25dfca42
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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