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Sodium Carbonate → 2-(2,6-Dichloro-phenyl)-N-hydroxy-acetamidine

HRID 2212056
ノート
印刷プレビュー

反応式

HRID 2212056 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10]#[N:11].Cl.[NH2:13][OH:14].C(=O)([O-])[O-].[Na+].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][C:10](=[N:13][OH:14])[NH2:11]
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 10340Sodium CarbonateHCID 76678(2,6-Dichlorophenyl)acetonitrileHCID 443297Hydroxyamine hydrochlorideHCID 23672064Monosodium phosphate

生成物 1

HCID 27581642-(2,6-Dichloro-phenyl)-N-hydroxy-acetamidine収率 17.5%

試薬・触媒・溶媒 2

HCID 702Ethanol
溶媒
HCID 962Water溶媒

実験手順

15.0 g (81 mmol) of (2,6-dichlorophenyl)acetonitrile in 60 ml of ethanol were admixed with 10.3 g (148 mmol) of hydroxylamine hydrochloride and then with 11.1 g (105 mmol) of sodium carbonate dissolved in 40 ml of water. This mixture was refluxed for 4 h, poured into aqueous sodium dihydrogen phosphate buffer (pH 7–8) and extracted with methylene chloride. The resulting white solid precipitate (14.0 g) was filtered off and dried under reduced pressure. More product (3.1 g) was obtained from the extract after removal of the solvent under reduced pressure. The overall yield was 17.1 g, m.p. 172–173° C.

後処理

  1. temperatureThis mixture was refluxed for 4 h
  2. extractionextracted with methylene chloride
  3. filtrationThe resulting white solid precipitate (14.0 g) was filtered off
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-2c178f7deb9046aca8586523eda0cc86
出典データセット
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07101900B2

反応ノート

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