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Hydroxylamine → 3,4-Dichlorobenzylthioaceto-hydroxamic acid

HRID 26802
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HRID 26802 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])[CH2:5][CH2:6][C:7](O)=[S:8].OS(O)(=O)=O.ClC(Cl)C.[NH2:23][OH:24].C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])[CH2:5][CH2:6][C:7]([NH:23][OH:24])=[S:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 787HydroxylamineHCID 1118Sulfuric AcidHCID 63651,1-DichloroethaneHCID 10942334Sodium MethoxideHCID 178526174HCID 178526174, 화합물

생성물 1

HCID 867361013,4-Dichlorobenzylthioaceto-hydroxamic acid수율 75%

시약·촉매·용매 1

HCID 887
Methanol
용매
2회

실험 절차

20.2 g (0.08 mol) of 3,4-dichlorobenzylthioacetic acid are esterified with 10 ml of methanol, 0.6 ml of concentrated H2SO4 and 100 ml of dichloroethane. The mixture is heated under reflux for 4 hours, washed with water and with dilute bicarbonate solution, and dried. The mixture is evaporated in vacuo. The oily residue, in methanol, is treated with a solution of hydroxylamine (0.1 mol) in the presence of 0.18 mol of sodium methylate. After leaving the reactants in contact overnight, the mixture is evaporated to dryness in vacuo, the residue is taken up in water, the mixture is filtered over charcoal and the filtrate is precipitated with 3 N HCl, the product is extracted with ether, the extract is dried and evaporated and the product is crystallised in diisopropyl ether. 15 g of the stated product are obtained (yield 71%). Melting point: 75°-76° C.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 4 hours
  3. washwashed with water and with dilute bicarbonate solution
  4. customdried
  5. customThe mixture is evaporated in vacuo
  6. customAfter leaving the reactants in contact overnight
  7. customthe mixture is evaporated to dryness in vacuo
  8. filtrationthe mixture is filtered over charcoal
  9. customthe filtrate is precipitated with 3 N HCl
  10. extractionthe product is extracted with ether
  11. customthe extract is dried
  12. customevaporated
  13. customthe product is crystallised in diisopropyl ether

출처 및 근거

ORD 기록
ord-80bb9ca87dee465e97accc18056e570b
출처 데이터셋
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04151300

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