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Phosgene → 3-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea

HRID 563559
ノート
印刷プレビュー

反応式

HRID 563559 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:3]=1[CH2:4][NH:5][CH2:6][CH3:7].C(N(C(C)C)CC)(C)C.[C:25](Cl)(Cl)=[O:26].C(N(CC)CC)C.[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>C(Cl)Cl>[CH2:36]([NH:43][C:25](=[O:26])[N:5]([CH2:4][C:3]1[CH:8]=[C:9]([C:12]([F:13])([F:14])[F:15])[CH:10]=[CH:11][C:2]=1[Br:1])[CH2:6][CH3:7])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6371PhosgeneHCID 7504BenzylamineHCID 8471TriethylamineHCID 81531DiisopropylethylamineHCID 66603999(2-Bromo-5-trifluoromethyl-benzyl)-ethyl-amine

生成物 1

HCID 574588013-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of (2-bromo-5-trifluoromethyl-benzyl)-ethyl-amine (1.5 g, 5.3 mmol) in CH2Cl2 (20 mL) at 0° C. was added diisopropylethylamine (1.7 mL, 13.3 mmol). Phosgene (1.9M in toluene; 4.2 mL, 8.0 mmol) was then added dropwise, and the reaction was stirred for 2 hours. Triethylamine (1.48 mL, 10.6 mmol) was added, followed by benzylamine (0.87 mL, 8.0 mmol), and the reaction was stirred at room temperature for 2.5 hours. After work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography to give the title compound.

後処理

  1. stirringthe reaction was stirred at room temperature for 2.5 hours
  2. customAfter work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-617a20b6ea594e2a9f0ac9bb74e3818f
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08067445B2

反応ノート

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