Formic Acid → HCID 13649442, compound

HRID 280214Notes

Reaction equation

HRID 280214 reaction equation
[NH2:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=1.[OH-].[NH4+].[CH:22](O)=[O:23]>>[CH2:18]([O:17][C:15]([C:12]1[CH:13]=[CH:14][C:9]([C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([CH2:2][NH:1][CH:22]=[O:23])[N:8]=2)=[CH:10][CH:11]=1)=[O:16])[CH3:19]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 13649441HCID 13649441, compound

Product 1

HCID 13649442HCID 13649442, compound

Procedure

A solution of 6-aminomethyl-2-(p-ethoxycarbonylphenyl)pyridine (10.76 g) in 10 ml of formic acid is heated at 90° for 15 hours. The reaction is cooled to 0°, basified with excess saturated ammonium hydroxide solution and extracted with chloroform (4×30 ml). The organic extracts are dried and evaporated to yield 2-(p-ethoxycarbonylphenyl)-6-formylaminomethylpyridine which is recrystallized from toluene, m.p. 119.5°-120.5°.

Workup

  1. temperatureThe reaction is cooled to 0°
  2. extractionextracted with chloroform (4×30 ml)
  3. customThe organic extracts are dried
  4. customevaporated

Sources & evidence

ORD record
ord-ab2d201dc2ad4e60a4c23da56878447d
Source dataset
uspto-grants-1986_05
Patent number
US04588732

Reaction notes

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