Pyridine → HCID 23434125, compound

HRID 2121718Notes

Reaction equation

HRID 2121718 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:10])=[CH:5][C:6]=1[C:7](Cl)=[O:8].N1C=CC=CC=1.Cl.[CH3:18][NH:19][O:20][CH3:21]>C(Cl)Cl>[Cl:1][C:2]1[S:3][C:4]([Cl:10])=[CH:5][C:6]=1[C:7]([N:19]([O:20][CH3:21])[CH3:18])=[O:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27770842,5-Dichlorothiophene-3-carbonyl chloride

Product 1

HCID 23434125HCID 23434125, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 2,5-dichloro-3-thiophenecarbonylchloride (1.08 g, 5.0 mmol) and pyridine (2 mL) in CH2Cl2 (10 mL) was added N,O-dimethylhydroxylamine hydrochloride (490 mg, 5.0 mmol) at room temperature, and the mixture was stirred for 18 hours. CH2Cl2 (10 mL) was added to the mixture. The combined organic layers were washed with 1N HCl solution, saturated NaHCO3 solution, brine, dried over MgSO4, and concentrated in vacuo to give light yellow oil (1.09 g, 91% yield). The compound was used for next reaction without purification.

Workup

  1. washThe combined organic layers were washed with 1N HCl solution, saturated NaHCO3 solution, brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b3083efe014040728a2a615d0b7e48e0
Source dataset
uspto-grants-2004_02
Patent number
US06696470B2

Reaction notes

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