Pyridine → HCID 15581074, compound

HRID 358174Notes

Reaction equation

HRID 358174 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9](=[O:11])[CH3:10])[C:3]=1[NH2:4].N1C=CC=CC=1.[Cl:18][CH2:19][C:20](Cl)=[O:21]>C(Cl)Cl>[Cl:18][CH2:19][C:20]([NH:4][C:3]1[C:5]([C:9](=[O:11])[CH3:10])=[CH:6][CH:7]=[CH:8][C:2]=1[CH3:1])=[O:21]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 1796281-(2-Amino-3-methylphenyl)ethan-1-one

Product 1

HCID 15581074HCID 15581074, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-Methyl-6-acetylaniline (25 g) and pyridine (26.5 g) in 1 liter methylene chloride were cooled in an ice-acetone bath. A solution of chloroacetyl chloride (37.9 g) in 100 ml methylene chloride was dripped in slowly. The solution was stirred at room temperature for 2 hours, washed with 10% HCl, 10% NaOH, dried (MgSO4) and stripped. Yield: The title product as a white solid, MP 88°-89° C.

Workup

  1. washwashed with 10% HCl, 10% NaOH
  2. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-afe9bb5b9acb4f049a15368cc8493d35
Source dataset
uspto-grants-1984_08
Patent number
US04465502

Reaction notes

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