Hydrochloric Acid → HCID 10243410, compound

HRID 467112Notes

Reaction equation

HRID 467112 reaction equation
[CH3:1][NH:2][C:3](=[S:18])[NH:4][NH:5][C:6]([C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)=O.C([O-])(O)=O.[Na+].Cl>>[CH3:1][N:2]1[C:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=2)=[N:5][NH:4][C:3]1=[S:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 10083909HCID 10083909, compound

Product 1

HCID 10243410HCID 10243410, compound

Procedure

4-Methy-1-(2-naphthoyl)thiosemicarbazide (12.9 g, 4.97×10-2 mole) and 1 molar aqueous NaHCO3 (480 ml, 4.80×10-1 mole) were stirred and warmed to reflux. After refluxing overnight, the reaction was cooled in an ice bath before being acidified by the dropwise addition of concentrated hydrochloric acid (40 ml, 4.8×10-1 mole). The resulting product was collected by filtration and dried by suction. Crystallization from ethanol afforded beige needles, Mp 223°-225° C.

Workup

  1. temperaturewarmed to reflux
  2. temperatureAfter refluxing overnight
  3. temperaturethe reaction was cooled in an ice bath
  4. filtrationThe resulting product was collected by filtration
  5. customdried by suction
  6. customCrystallization from ethanol afforded beige needles, Mp 223°-225° C.

Sources & evidence

ORD record
ord-d8704e8bbad14d55aab7a0e5cbd390cc
Source dataset
uspto-grants-1992_10
Patent number
US05158968

Reaction notes

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