Iodoethane → HCID 15137076, compound

HRID 1649730Notes

Reaction equation

HRID 1649730 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[SH:14])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-:3])=[O:2].S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].[CH2:24](I)[CH3:25]>[OH-].[Na+]>[CH2:24]([S:14][C:13]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:25]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 656671Sodium PyrosulfiteHCID 178526763HCID 178526763, compound

Product 1

HCID 15137076HCID 15137076, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

20.52 g (0.1 mole) of 3-nitro-4-quinoline-thiol are taken up in 150 ml of a molar sodium hydroxide solution. After addition of some sodium pyrosulfite crystals 23.3 g (0.15 mole) of ethyl iodide are added at 60° C. After the reaction has been completed the product formed is extracted with dichloro methane and the extract is evaporated. The 4-ethylthio-3-nitro-quinoline thus obtained (18.6 g) is dissolved in alcohol, an aqueous sodium sulfide solution is added, the reaction mixture is refluxed and then diluted with water. The product is extracted with dichloro methane, the extract is clarified and evaporated. From the residue (13.6 g, yield 83.5%) the hydrochloride is formed by usual methods. Thus 14.0 g of 3-amino-4-ethylthio-quinoline-hydrochloride are obtained. The product is identical with the compound prepared according to Example 1 or 2.

Workup

  1. additionare added at 60° C
  2. customformed
  3. extractionis extracted with dichloro methane
  4. customthe extract is evaporated

Sources & evidence

ORD record
ord-3a8fee6f316c444c9bab5f3446105311
Source dataset
uspto-grants-1990_05
Patent number
US04921861

Reaction notes

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