Nicotinic acid, hydrazide → HCID 67623861, compound

HRID 580924Notes

Reaction equation

HRID 580924 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[N:14]=[C:15]3[N:19]([C:20]=2[CH:21]=O)[C:18]2[CH2:23][CH2:24][CH2:25][CH2:26][C:17]=2[S:16]3)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[C:27]([NH:35][NH2:36])(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[N:30][CH:29]=1.[OH-].[K+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[N:14]=[C:15]3[N:19]([C:20]=2[CH:21]=[N:36][NH:35][C:27]([C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[O:34])[C:18]2[CH2:23][CH2:24][CH2:25][CH2:26][C:17]=2[S:16]3)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 11112Nicotinic acid, hydrazideHCID 14797Potassium HydroxideHCID 15858802HCID 15858802, compound

Product 1

HCID 67623861HCID 67623861, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Next, 0.37 g of 5,6,7,8-tetrahydro-2-(3,4,5-trimethoxyphenyl)-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 0.40 g (yield of 81.6%).

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 0.40 g (yield of 81.6%)

Sources & evidence

ORD record
ord-b964b5e9887844d68ecf27a5afca2984
Source dataset
uspto-grants-1999_07
Patent number
US05919799

Reaction notes

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