Dimethylamine → HCID 21486904, compound

HRID 1604885Notes

Reaction equation

HRID 1604885 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 4 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-1584e8b0728942a6a3809184e50f33e2
Source dataset
uspto-grants-1976_04
Patent number
US03948892

Reaction notes

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