Hydrochloric Acid → HCID 178468757、化合物

HRID 505912

反応式

HRID 505912 の反応式
[NH2:1][C:2]1[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N:14]1([C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=2)[CH:18]=[CH:17][N:16]=[CH:15]1.Cl.O.[S-2].[Na+].[Na+]>CO.O.C([O-])(=O)C.[Cu+2].C([O-])(=O)C.C(O)(=O)C>[N:14]1([C:19]2[CH:26]=[CH:25][C:22]([C:23]3[NH:1][C:2]4[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:9][CH:10]=[CH:11][C:12]=4[N:13]=3)=[CH:21][CH:20]=2)[CH:18]=[CH:17][N:16]=[CH:15]1

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 7365304-(1H-imidazol-1-yl)benzaldehydeHCID 11171330Ethyl 2,3-diaminobenzoateHCID 19906495Sodium sulfide monohydrate

生成物 1

HCID 178468757HCID 178468757、化合物

試薬・触媒・溶媒 4

HCID 8895Cupric acetate触媒HCID 176Acetic Acid溶媒HCID 887Methanol溶媒2 回HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

1 g (5.5 mmol) of ethyl 2,3-diaminobenzoate and 0.7 ml of concentrated acetic acid were dissolved in 13 ml of methanol. 1.24 g (7.2 mmol) of 4-imidazol-1-ylbenzaldehyde, dissolved in 25 ml of methanol, were then added dropwise over a period of 30 minutes. 1.4 g (7.2 mmol) of copper(II) acetate, dissolved in 19 ml of warm water, were then rapidly added dropwise, and the entire mixture was subsequently refluxed for 20 minutes. The reaction solution was cooled to 50° C. and 2.25 ml of 32% strength hydrochloric acid were added. This was followed by careful dropwise addition of a solution of 2.13 g of sodium sulfide hydrate in 15 ml of water, and the entire mixture was stirred for another 15 minutes. The reaction solution was poured into ice-water and the resulting precipitate was filtered off with suction. The filtrate was made alkaline using aqueous sodium bicarbonate solution and extracted repeatedly with ethyl acetate. The ethyl acetate phase was separated off, dried and concentrated under reduced pressure. This gave 1.7 g of the intermediate.

後処理

  1. additionwere then added dropwise over a period of 30 minutes
  2. additionwere then rapidly added dropwise
  3. temperaturethe entire mixture was subsequently refluxed for 20 minutes
  4. filtrationthe resulting precipitate was filtered off with suction
  5. extractionextracted repeatedly with ethyl acetate
  6. customThe ethyl acetate phase was separated off
  7. customdried
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-dab53d02ab754cfbaa0a787a6ae807b6
出典データセット
uspto-grants-2010_08
特許番号
US07781596B1

関連ノート

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