Trichloroisocyanuric Acid → HCID 20544433, compound

HRID 2285842Notes

Reaction equation

HRID 2285842 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[NH:5][CH:4]=[C:3]1[O:10][CH2:11][C:12]([OH:14])=[O:13].[Cl:15]N1C(=O)N(Cl)C(=O)N(Cl)C1=O>CO.O>[O:1]=[C:2]1[C:7]([Cl:15])=[C:6]([CH2:8][OH:9])[NH:5][CH:4]=[C:3]1[O:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

5

Reactant 2

HCID 6909Trichloroisocyanuric AcidHCID 20544454HCID 20544454, compound

Product 1

HCID 20544433HCID 20544433, compoundYield 121.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-(4-Oxo-6-hydroxymethyl-1,4-dihydropyridin-3-yloxy)acetic acid (5.97 g) was dissolved in a mixture of methanol (300 ml) and water (420 ml) at 65° to 70° C. and the solution was stirred at the same temperature. Trichloroisocyanuric acid (2.79 g) was added thereto, and the resultant mixture was stirred at the same temperature for 1.5 hours and then allowed to stand at room temperature over-night. The reaction mixture was cooled and the resulting crystals were collected by filtration, washed with water and dried. Thus obtained crystals (4.1 g) were recrystallized from water (100 ml) to give crystals (3.4 g) of 2-(4-oxo-5-chloro-6-hydroxymethyl-1,4-dihydropyridin-3-yloxy) acetic acid, mp 240° to 245° C.(dec).

Workup

  1. waitto stand at room temperature over-night
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe resulting crystals were collected by filtration
  4. washwashed with water
  5. customdried
  6. customThus obtained crystals (4.1 g) were recrystallized from water (100 ml)

Sources & evidence

ORD record
ord-0bed78c286184b4ca7b48398e83d44fd
Source dataset
uspto-grants-1982_04
Patent number
US04324892

Reaction notes

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