Hydrochloric Acid → HCID 135528625, compound

HRID 728011Notes

Reaction equation

HRID 728011 reaction equation
[CH2:1]([O:4][C:5]1[CH:22]=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]([NH:9][C:10]1[N:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([NH2:14])=[O:13])=O)[CH2:2][CH3:3].[OH-].[Na+].Cl>N1C=CC=CC=1>[CH2:1]([O:4][C:5]1[CH:22]=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]1[NH:14][C:12](=[O:13])[C:11]2[CH:15]=[CH:16][CH:17]=[N:18][C:10]=2[N:9]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22462393HCID 22462393, compound2×

Product 1

HCID 135528625HCID 135528625, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred mixture of 2-(2-propoxybenzamido)nicotinamide (0.77 g) and pyridine (0.8 ml) in 2 Normal sodium hydroxide (20 ml) was heated under reflux for 30 minutes. The cooled reaction mixture was neutralised with 2 Normal hydrochloric acid to afford a precipitate which together with another precipitate similarly prepared from 2-(2-propoxybenzamido)nicotinamide (0.1 g) was recrystallised from ethanol-ether to afford white needles (0.65 g) which were washed with water to afford the title compound, 0.55 g. m.p. 110°-111 ° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. customThe cooled reaction mixture
  4. customto afford a precipitate which together with another precipitate
  5. customwas recrystallised from ethanol-ether

Sources & evidence

ORD record
ord-cf5ca600ef99445ebcd96b6e1f3a6d94
Source dataset
uspto-grants-1991_09
Patent number
US05047404

Reaction notes

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