Acetic Acid → HCID 15087822, compound

HRID 1073180Notes

Reaction equation

HRID 1073180 reaction equation
[CH3:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[N:5]=[C:4]([NH2:10])[CH:3]=1.C(O)(=O)C.[Cl:15][CH2:16][C:17](Cl)=[O:18]>CC1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>[NH2:10][C:4]1[N:5]=[C:6]([CH3:9])[C:7]([NH:8][C:17](=[O:18])[CH2:16][Cl:15])=[C:2]([CH3:1])[CH:3]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 6577Chloroacetyl chlorideHCID 150878214,6-Dimethylpyridine-2,5-diamine

Product 1

HCID 15087822HCID 15087822, compoundYield 50.7%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 10340Sodium CarbonateSolvent

Procedure

To a stirred solution of 3.3 parts of 4,6-dimethyl-2,5-pyridinediamine in 30 parts of acetic acid were added 4.7 parts of 2-chloroacetyl chloride at room temperature. The reaction mixture was stirred overnight at room temperature. The reaction mixture was diluted with methylbenzene and neutralised with sodium carbonate. The reaction mixture was filtered over diatomaceous earth and the filtrate was evaporated, yielding 2.6 parts (50.7%) of N-(6-amino-2,4-dimethyl-3-pyridinyl)-2-chloroacetamide as a residue (int. 97).

Workup

  1. filtrationThe reaction mixture was filtered over diatomaceous earth
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4ab8352460324adb9282d301f789a25e
Source dataset
uspto-grants-1990_11
Patent number
US04968684

Reaction notes

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