Dimethylamine → HCID 21486904, compound

HRID 1076373Notes

Reaction equation

HRID 1076373 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-a9fcc7d9e6ee4f7794eb9a1e6ab3435c
Source dataset
uspto-grants-1976_05
Patent number
US03956494

Reaction notes

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