Sodium Hydroxide → HCID 23686405, compound

HRID 1680437Notes

Reaction equation

HRID 1680437 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[CH:7][N:6]=1)=[O:4].[OH-].[Na+:21]>C(O)(C)C.C(OCC)C>[Cl:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][NH:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([O-:4])=[O:2])=[N:6][CH:7]=1.[Na+:21]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12640161HCID 12640161, compound

Product 1

HCID 23686405HCID 23686405, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent2×

Procedure

To the solution of 7 g of 5-(m-chlorobenzylamino)-pyridine-2-carboxylic acid methyl ester in 30 ml of isopropanol, 15 ml of 2 N aqueous sodium hydroxide are added and the mixture is warmed on the steam bath for 1/2 hour. It is diluted with 20 ml of isopropanol and 20 ml of diethyl ether whereupon a precipitate formes on cooling. It is collected and recrystallized from the mixture of 15 ml of water and 5 ml of isopropanol, to yield the sodium 5-(m-chlorobenzylamino)-pyridine-2-carboxylate melting at 250°-255°.

Workup

  1. temperaturethe mixture is warmed on the steam bath for 1/2 hour
  2. temperatureon cooling
  3. customIt is collected
  4. customrecrystallized from the mixture of 15 ml of water and 5 ml of isopropanol

Sources & evidence

ORD record
ord-f99c59903bb946a1ac84f3bb071758c4
Source dataset
uspto-grants-1981_06
Patent number
US04273779

Reaction notes

Loading…