Dimethylamine → HCID 21486904, compound

HRID 1414257Notes

Reaction equation

HRID 1414257 reaction equation
Cl.[CH3:2][O:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[C:5](Cl)=[O:6].COC([C:20]1C=CC=[CH:22][N:21]=1)C(O)=O.S(Cl)(Cl)=O.CNC.[OH-].[Na+]>C1C=CC=CC=1.C(Cl)(Cl)Cl>[CH3:2][O:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[C:5]([N:21]([CH3:22])[CH3:20])=[O:6]

Participants

8

Reactant 5

HCID 674DimethylamineHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 214869142-Methoxy-2-(2-pyridyl)acetyl chloride hydrochlorideHCID 21905598(RS)-Methoxy-pyridin-2-yl-acetic acid

Product 1

HCID 21486904HCID 21486904, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6212ChloroformSolvent2×

Procedure

Alternatively, 2-methoxy-N,N-dimethyl-2-(2-pyridyl)acetamide is prepared by the following procedure. 2-Methoxy-2-(2-pyridyl)acetyl chloride hydrochloride, 22 g., [prepared by reacting 2-methoxy-2-(2-pyridyl)acetic acid in benzene with thionyl chloride] in 100 ml. of chloroform is added dropwise and with cooling to 50 g. of dimethylamine in 100 ml. of chloroform. The mixture is stirred for four hours, then 50 ml. of 5% aqueous sodium hydroxide is added and the chloroform solution is dried and concentrated to give 2-methoxy-N,N-dimethyl-2-(2-pyridyl)acetamide.

Workup

  1. customAlternatively, 2-methoxy-N,N-dimethyl-2-(2-pyridyl)acetamide is prepared by the following procedure
  2. temperaturewith cooling to 50 g
  3. dry with materialthe chloroform solution is dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-64b997564c6144988986940dc28b4e03
Source dataset
uspto-grants-1977_01
Patent number
US04001241

Reaction notes

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