Sodium Chlorate → HCID 68803290, compound

HRID 1270719Notes

Reaction equation

HRID 1270719 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1.[Cl:17]([O-])(=O)=O.[Na+].S(=O)(O)[O-].[Na+]>Cl.C(O)(=O)C.O>[Cl:17][CH:2]1[CH2:3][CH:4]([CH2:7][C:8]([NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:9])[CH2:5][CH2:6][CH2:1]1

Participants

7

Reactant 3

HCID 516902Sodium ChlorateHCID 880922HCID 880922, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 68803290HCID 68803290, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

4-Cyclohexylacetanilide (24 g, 110 mmol) is dissolved in a mixture of concentrated HCl (25 mL) and acetic acid (75 mL). The mixture is cooled in an ice bath and a solution of sodium chlorate (NaClO3, 7.5 g, 70 mmol) in water (30 mL) is added via a dropping funnel. The reaction is allowed to warm to room temperature and then poured into saturated sodium bisulfite solution (500 mL). The solid which forms is isolated by filtration and subsequently washed first with water (500 mL) and then a mixture of hexanes/Et2O (10:1, 500 mL). The resulting solid is air dried to yield 2-chloro-4-cyclohexylacetanilide (m.p. 110–112° C.).

Workup

  1. temperatureThe mixture is cooled in an ice bath
  2. customdried

Sources & evidence

ORD record
ord-5799d97428b14d8faba4b4ac81245470
Source dataset
uspto-grants-2007_04
Patent number
US07202364B2

Reaction notes

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