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Sodium Hydroxide → HCID 57671538, compound

HRID 553548
Notes
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Reaction equation

HRID 553548 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([NH:11][CH3:12])=[CH:9][N:10]=1)[C:5]([OH:7])=O.ClC1[CH:15]=[C:16](C(NC)=CN=1)[C:17]([O:19][CH3:20])=[O:18].[OH-:26].[Na+]>CCO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][N:10]=1)[N:11]([CH3:12])[C:15](=[O:26])[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:5]2[OH:7]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 576715322-Chloro-5-(methylamino)isonicotinic acidHCID 57671617HCID 57671617, compound

Product 1

HCID 57671538HCID 57671538, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
55 °C

Procedure

2-Chloro-5-(methylamino)isonicotinic acid. A mixture of methyl 2-chloro-5-(methylamino)isonicotinate (10 g, 0.05 mol) and 2 N NaOH (50 mL) in EtOH (50 mL) was heated at 55° C. for 2 hours. The reaction mixture was cooled to room temperature and most of the EtOH was evaporated under reduced pressure. The pH of the aqueous residue was adjusted to pH=3 with 1 N HCl, and the solid precipitate was filtered and dried in vacuo to give the title compound.

Workup

  1. customwas evaporated under reduced pressure
  2. filtrationthe solid precipitate was filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-cf64fa90cd9c4f018ca085f7b876acde
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08048894B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes