Nicotinic acid, hydrazide → HCID 67625125, compound

HRID 580925Notes

Reaction equation

HRID 580925 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]3[N:16]([C:17]=2[CH:18]=O)[C:15]2[CH2:20][CH2:21][CH2:22][CH2:23][C:14]=2[S:13]3)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:24]([NH:32][NH2:33])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[N:27][CH:26]=1.[OH-].[K+]>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]3[N:16]([C:17]=2[CH:18]=[N:33][NH:32][C:24]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)=[O:31])[C:15]2[CH2:20][CH2:21][CH2:22][CH2:23][C:14]=2[S:13]3)=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11112Nicotinic acid, hydrazideHCID 14797Potassium HydroxideHCID 820361145,6,7,8-Tetrahydro-2-(4-nitrophenyl)-3-formylimidazo[2,1-b]benzothiazole

Product 1

HCID 67625125HCID 67625125, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Next, 0.33 g of 5,6,7,8-tetrahydro-2-(4-nitrophenyl)-3-formylimidazo[2,1-b]benzothiazole, 0.15 g of nicotinohydrazide, and 0.1 g of potassium hydroxide were heated and stirred in 20 ml of methanol at 90° C. for 1.5 hours. After cooling, the solvent was distilled off under reduced pressure and the residue was extracted with chloroform. The extract was washed with water and dried, then the solvent was distilled off and the residue was crystallized from methanol to obtain the desired substance in an amount of 0.25 g (yield of 55.6%).

Workup

  1. temperatureAfter cooling
  2. distillationthe solvent was distilled off under reduced pressure
  3. extractionthe residue was extracted with chloroform
  4. washThe extract was washed with water
  5. customdried
  6. distillationthe solvent was distilled off
  7. customthe residue was crystallized from methanol
  8. customto obtain the desired substance in an amount of 0.25 g (yield of 55.6%)

Sources & evidence

ORD record
ord-6954f0a6512e4e1086004672f6a93a33
Source dataset
uspto-grants-1999_07
Patent number
US05919799

Reaction notes

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