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

HRID 2212056
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HRID 2212056 반응식
[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]
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참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 76678(2,6-Dichlorophenyl)acetonitrileHCID 443297Hydroxyamine hydrochlorideHCID 23672064Monosodium phosphate

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol
용매
HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c178f7deb9046aca8586523eda0cc86
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07101900B2

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