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Acetic Acid → (4-Bromo-2-propylphenyl)cyanamide

HRID 1993962
ノート
印刷プレビュー

反応式

HRID 1993962 の反応式
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]#[N:12])[CH2:2][CH3:3].C([O-])(=O)C.[Na+].C(O)(=O)C.[Br:22]Br>ClCCl.[Cl-].[Na+].O>[Br:22][C:8]1[CH:7]=[CH:6][C:5]([NH:10][C:11]#[N:12])=[C:4]([CH2:1][CH2:2][CH3:3])[CH:9]=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 4

HCID 176Acetic AcidHCID 24408BromineHCID 517045Sodium AcetateHCID 190127092-Propylphenylcyanamide

生成物 1

HCID 71423727(4-Bromo-2-propylphenyl)cyanamide収率 24.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒
HCID 57417360
Sodium chloride; water
溶媒

実験手順

(2-propylphenyl)cyanamide (0.550 g, 3.43 mmol), sodium acetate (0.278 g, 3.4 mmol), and catalytic acetic acid were combined in dichloromethane (25 mL). Bromine (0.17 mL, 3.43 mmol) was added dropwise and allowed to stir 2.5 hours. The mixture was then poured into brine and extracted with diethylether. The solvent was dried over magnesium sulfate and evaporated in vacuo. The solid was triturated with 9/1 Hexane/acetone, filtered, and dried to give 4-bromo2-propylphenylcyanamide (0.200 g, 24%) an off white solid. HRMS: calcd for C10H11BrN2+H+, 239.01783; found (ESI-FTMS, [M+H]+), 239.01782.

後処理

  1. extractionextracted with diethylether
  2. dry with materialThe solvent was dried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe solid was triturated with 9/1 Hexane/acetone
  5. filtrationfiltered
  6. customdried

出典と根拠

ORDレコード
ord-94552077275d41d89d4a79919b5e3509
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07652062B2

反応ノート

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