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Benzylamine → [2-(5-Benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester

HRID 1744173
ノート
印刷プレビュー

反応式

HRID 1744173 の反応式
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][N:10]1[C:14](Br)=[C:13]([N+:16]([O-:18])=[O:17])[C:12]([Br:19])=[N:11]1)([CH3:4])([CH3:3])[CH3:2].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CCO>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][N:10]1[C:14]([NH:28][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:13]([N+:16]([O-:18])=[O:17])[C:12]([Br:19])=[N:11]1)([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7504BenzylamineHCID 13007946[2-(3,5-Dibromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester

生成物 1

HCID 13007947[2-(5-Benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester収率 67.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of [2-(3,5-dibromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester (3.5 g; 8.45 mmol), EtOH (100 ml) and benzylamine (12.9 g, 117 mmol) was heated at reflux for 1.5 h. The reaction medium was concentrated as much as possible under reduced pressure. The residue was taken up in DCM (100 ml) and the organic phase was washed with water (5×50 ml) until all excess benzylamine had been removed and was then dried over Na2SO4. The organic solvent was evaporated under reduced pressure to give the [2-(5-benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester (2.5 g, 67%) in the form of a pale yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 h
  3. concentrationThe reaction medium was concentrated as much as possible under reduced pressure
  4. washthe organic phase was washed with water (5×50 ml) until all excess benzylamine
  5. customhad been removed
  6. dry with materialwas then dried over Na2SO4
  7. customThe organic solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-dceb461d71984d6c991b7b095820699c
出典データセット
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07014663B2

反応ノート

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