Ammonium Hydroxide → HCID 22481877, compound

HRID 2181629Notes

Reaction equation

HRID 2181629 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([CH:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:10]#[N:11])=[C:4]([Cl:18])[CH:3]=1.[NH4+].[OH-:20]>OS(O)(=O)=O>[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([CH:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:10]([NH2:11])=[O:20])=[C:4]([Cl:18])[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 22481865HCID 22481865, compound

Product 1

HCID 22481877HCID 22481877, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of (±)-α-(4-amino-2,6-dichlorophenyl)-2-pyridineacetonitrile (0.324 mol) in H2SO4 90% (900 ml) was stirred at 90° C. for 2 hours, then poured out on ice and basified with a concentrated NH4OH solution. The precipitate was filtered off, washed with H2O and centrifuged. The residue was dried, yielding 86.0 g (90%) of (±)-α-(4-amino-2,6-dichlorophenyl)-2-pyridineacetamide (interm. 43).

Workup

  1. additionpoured out on ice
  2. filtrationThe precipitate was filtered off
  3. washwashed with H2O
  4. customThe residue was dried

Sources & evidence

ORD record
ord-98fed263fe564688a6270136172096cc
Source dataset
uspto-grants-2005_05
Patent number
US06894046B2

Reaction notes

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