반응 #55080

ord-80bb9ca87dee465e97accc18056e570b

반응 방정식

NO
hydroxylamine
C[O-].[Na+]
sodium methylate
OC(=S)CCc1ccc(Cl)c(Cl)c1
3,4-dichlorobenzylthioacetic acid
O=S(=O)(O)O
H2SO4
CC(Cl)Cl
dichloroethane
ONC(=S)CCc1ccc(Cl)c(Cl)c1
stated product
수율 75.0%
ONC(=S)CCc1ccc(Cl)c(Cl)c1
3,4-Dichlorobenzylthioaceto-hydroxamic acid
수율 75.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The mixture is heated
  2. 2
    온도under reflux for 4 hours
  3. 3
    세척washed with water and with dilute bicarbonate solution
  4. 4
    기타dried
  5. 5
    기타The mixture is evaporated in vacuo
  6. 6
    기타After leaving the reactants in contact overnight
  7. 7
    기타the mixture is evaporated to dryness in vacuo
  8. 8
    여과the mixture is filtered over charcoal
  9. 9
    기타the filtrate is precipitated with 3 N HCl
  10. 10
    추출the product is extracted with ether
  11. 11
    기타the extract is dried
  12. 12
    기타evaporated
  13. 13
    기타the product is crystallised in diisopropyl ether

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04151300uspto-grants-1979_04