Potassium Carbonate → 2-Aminobenzoxazole

HRID 249822

反応式

HRID 249822 の反応式
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.C([O-])([O-])=O.[K+].[K+].[N:17]12CCCNC1CCCC=C2.[H-].[Na+]>C1COCC1.CN(C=O)C.COCCOC.C(N(CC)CC)C>[NH2:17][C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1

参加物

9

反応物 4

HCID 11430Potassium CarbonateHCID 119862-ChlorobenzoxazoleHCID 24758Sodium hydrideHCID 98128211,8-Diazabicyclo[5.4.0]undec-2-ene

生成物 1

HCID 207072-Aminobenzoxazole

試薬・触媒・溶媒 4

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒HCID 80711,2-Dimethoxyethane溶媒HCID 8471Triethylamine溶媒

反応条件

温度
50 °C

実験手順

A mixture of an appropriate 2-chlorobenzoxazole, A1 (1 eq), and appropriate amine (2 eq) and optional base (e.g. K2CO3, triethylamine, disopropylamine, 1,8-diazabicyclo[5.4.0]undecene, or sodium hydride) in THF (or DME, DMF) was heated in the range of 20 to 80° C. up to 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (typical eluents include 9:1 dichloromethane/methanol, ethyl acetate, hexanes) to afford the desired product 2-aminobenzoxazole. Product structure was confirmed by 1H NMR or by mass analysis.

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe crude product was purified by silica gel column chromatography (typical eluents include 9:1 dichloromethane/methanol, ethyl acetate, hexanes)

出典と根拠

ORDレコード
ord-2ed551dac8ad4c8da588727013cf15c2
出典データセット
uspto-grants-2011_01
特許番号
US07863271B2

関連ノート

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