Ethanol → HCID 178522667, compound

HRID 1995351Notes

Reaction equation

HRID 1995351 reaction equation
[NH:1]1[C:5]([NH:6][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=2)=[O:8])=[N:4][N:3]=[N:2]1.O.C(O)C.[OH-].[Na+]>[H][H].[Pd]>[NH:4]1[C:5]([NH:6][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=2)=[O:8])=[N:1][N:2]=[N:3]1

Participants

7

Reactant 4

HCID 702Ethanol2×HCID 962WaterHCID 14798Sodium HydroxideHCID 178522666HCID 178522666, compound

Product 1

HCID 178522667HCID 178522667, compoundYield 66.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 2 g of N-(5-tetrazolyl)-6-styryl-2-pyridinecarboxamide, 30 ml of water, 15 ml of ethanol, 5 ml of an aqueous 10% sodium hydroxide solution and 0.18 g of 10% palladium-on-carbon is shaken at 40° C. for 2 hours and then at room temperature for 15 hours in hydrogen gas stream under atmospheric pressure. After the reaction, ethanol is added to the mixture to dissolve the precipitates therein. Insoluble materials are filtered off, and the filtrate is adjusted to pH 3 with 10% hydrochloric acid. The crystalline precipitates are collected by filtration, washed with water, dried and then recrystallized from a mixture of dimethylformamide and ethanol. 1.34 g of N-(5-tetrazolyl)-6-phenethyl-2-pyridinecarboxamide are thereby obtained.

Workup

  1. additionis added to the mixture
  2. dissolutionto dissolve the
  3. customprecipitates
  4. filtrationInsoluble materials are filtered off
  5. customThe crystalline precipitates
  6. filtrationare collected by filtration
  7. washwashed with water
  8. customdried
  9. customrecrystallized from a mixture of dimethylformamide and ethanol

Sources & evidence

ORD record
ord-c0ecc13994f84389a9256fd138ec9bc2
Source dataset
uspto-grants-1983_09
Patent number
US04404214

Reaction notes

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