Acetic Acid → HCID 18541408, compound

HRID 1637906Notes

Reaction equation

HRID 1637906 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:14]C(=O)C)[CH:5]=[CH:6][C:7]=1[C:8]([CH2:10][N+:11]([O-:13])=[O:12])=[O:9].[OH-].[Na+].C(O)(=O)C>O>[NH2:14][C:4]1[CH:5]=[CH:6][C:7]([C:8]([CH2:10][N+:11]([O-:13])=[O:12])=[O:9])=[C:2]([Cl:1])[CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 18541424HCID 18541424, compound

Product 1

HCID 18541408HCID 18541408, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

A mixture of 12.2 g (47.5 mmol) of N-[3-chloro-4-nitromethylcarbonylphenyl]acetamide prepared in Example 12, 11 g (274 mmol) of sodium hydroxide pellets and 161 ml of water is heated at 80° C. for 1 hour. After cooling, the reaction medium is diluted with 900 ml of water and acidified to pH 5 by adding acetic acid. The precipitate formed is recovered, washed with water and air-dried before being recrystallized from ethyl acetate (Yield=276).

Workup

  1. temperatureAfter cooling
  2. customThe precipitate formed
  3. customis recovered
  4. washwashed with water
  5. customair-dried
  6. custombefore being recrystallized from ethyl acetate (Yield=276)

Sources & evidence

ORD record
ord-db9c4acf7ce3401991fcebb9f37c80dd
Source dataset
uspto-grants-2000_03
Patent number
US06043281

Reaction notes

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