Ammonia → HCID 178516635, compound

HRID 639613Notes

Reaction equation

HRID 639613 reaction equation
C(OC(=O)[C:5]1[C:10]([OH:11])=[CH:9][C:8]([CH:12]2[CH2:14][CH2:13]2)=[N:7][C:6]=1[OH:15])C.N>Cl>[CH:12]1([C:8]2[N:7]=[C:6]([OH:15])[CH:5]=[C:10]([OH:11])[CH:9]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178470029HCID 178470029, compound

Product 1

HCID 178516635HCID 178516635, compoundYield 109.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

6-Cyclopropyl-2,4-dihydroxy-nicotinic acid ethyl ester (5.3 g, 20.5 mmol) was dissolved in concentrated HCl (25 mL) and the mixture was refluxed overnight. The mixture was cooled to room temperature and then neutralised with concentrated ammonia. The resulting precipitate was collected by filtration, washed with cold water and acetonitrile and dried in vacuo at 40° C. over 2 days to give the title compound (3.39 g) as a beige powder.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with cold water and acetonitrile
  4. customdried in vacuo at 40° C. over 2 days

Sources & evidence

ORD record
ord-71fa26ccf7f44f3dacf1eba5428bdc13
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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