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4-Nitrophenol → Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl ester

HRID 427292
ノート
印刷プレビュー

反応式

HRID 427292 の反応式
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[S:11][C:7]=2[C:6]([C:16]([OH:18])=[O:17])=[CH:5][CH:4]=1.[CH:19]1[C:24]([N+:25]([O-:27])=[O:26])=[CH:23][CH:22]=[C:21](O)[CH:20]=1.CN(C1C=CC=CN=1)C.Cl.CN(C)CCCN=C=NCC>ClCCl>[N+:25]([C:24]1[CH:19]=[CH:20][C:21]([O:17][C:16]([C:6]2[C:7]3[S:11][C:10]([C:12]([F:13])([F:14])[F:15])=[N:9][C:8]=3[C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[O:18])=[CH:22][CH:23]=1)([O-:27])=[O:26]
参加物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 9804-NitrophenolHCID 218852-DimethylaminopyridineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 183569954-Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid

生成物 1

HCID 69689660Methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid 4-nitrophenyl ester収率 74.6%

試薬・触媒・溶媒

1
HCID 6344Dichloromethane溶媒

実験手順

A suspension of 4-methoxy-2-trifluoromethylbenzothiazole-7-carboxylic acid (140 mg) in dichloromethane (10ml) was treated with p-nitrophenol (72 mg), dimethylaminopyridine (catalytic) and 1-(3-dimethylaminopropyl)-3-ethyl carbodimide hydrochloride (150 mg). The mixture was stirred at room temperature for 12 hours and the reaction washed with water (10 ml). The organic layer was separated, dried over magnesium sulphate (5 g) and evaporated in vacuo. Purification by flash chromatography (eluent 50% ethyl acetate/hexane) yielded the title compound as an off-white solid (150 mg). TLC Rf 0.13 (50% ethyl acetate in heptane).

後処理

  1. washthe reaction washed with water (10 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulphate (5 g)
  4. customevaporated in vacuo
  5. customPurification by flash chromatography (eluent 50% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-4a57574299c14853ba29b6f739adcca7
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06313116B1

反応ノート

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