Hydrochloric Acid → HCID 53794998, compound

HRID 1650682Notes

Reaction equation

HRID 1650682 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]2[S:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)[CH:6]=CC=1)#N.[OH-:20].[K+].Cl.[CH2:23]([OH:25])[CH3:24]>>[S:12]1[C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=[C:11]1[CH:10]=[CH:9][C:5]1[CH:6]=[C:24]([CH:1]=[CH:3][CH:4]=1)[C:23]([OH:20])=[O:25]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 545313783-[2-(2-Benzothiazolyl)ethenyl]benzonitrile

Product 1

HCID 53794998HCID 53794998, compoundYield 81%

Procedure

2-(2-(3-Cyanophenyl)ethenyl)benzthiazole (3.00 g, 11.5 mmol) was dissolved in 50 ml of ethanol. After 10 ml of 30% aqueous potassium hydroxide solution was added, the resulting mixture was heated under reflux for 19 hours. The reaction mixture was cooled, neutralized with 5% hydrochloric acid, extracted with ethyl acetate, and dried. The solvent was then distilled out to produce a crude product. This crude crystal was washed with ether to afford the indicated compound (2.60 g) with a yield of 81%.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 19 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with ethyl acetate
  5. customdried
  6. distillationThe solvent was then distilled out
  7. customto produce a crude product
  8. washThis crude crystal was washed with ether

Sources & evidence

ORD record
ord-db30f15f8e7d48098f9eeafa87235d7a
Source dataset
uspto-grants-1990_05
Patent number
US04925861

Reaction notes

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