Ammonia → HCID 178516647, compound

HRID 639706Notes

Reaction equation

HRID 639706 reaction equation
C(OC(=O)[C:5]1[C:10]([OH:11])=[CH:9][C:8]([OH:12])=[N:7][C:6]=1[C:13]([F:16])([F:15])[F:14])C.N>Cl>[F:16][C:13]([F:14])([F:15])[C:6]1[N:7]=[C:8]([OH:12])[CH:9]=[C:10]([OH:11])[CH:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178470040HCID 178470040, compound

Product 1

HCID 178516647HCID 178516647, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
115 °C

Procedure

4,6-dihydroxy-2-trifluoromethyl-nicotinic acid ethyl ester (15 g, 59.7 mmol) was dissolved in 250 mL of concentrated HCl and the mixture was stirred at 115° C. for 3 days. The mixture was cooled down to 0° C. and 0.88 ammonia was added until pH˜7. The solid formed was filtered, washed with water, azeotroped with toluene and dried in vacuo to give 9 g of the title compound as a white solid.

Workup

  1. temperatureThe mixture was cooled down to 0° C.
  2. customThe solid formed
  3. filtrationwas filtered
  4. washwashed with water
  5. customazeotroped with toluene
  6. customdried in vacuo

Sources & evidence

ORD record
ord-7ba298051d204cfe93f7d545d1b5bb39
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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