Hydrochloric Acid → HCID 86749256, compound

HRID 2396421Notes

Reaction equation

HRID 2396421 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:11](Cl)([C:14]1[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=1)(=[O:13])=[O:12].Cl>N1C=CC=CC=1>[N:9]#[N:10].[S:11]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:1]([NH:9][NH2:10])=[O:8])([C:14]1[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=1)(=[O:13])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 11955Benzoylhydrazine

Product 1

HCID 86749256HCID 86749256, compoundYield 141.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

Benzhydrazide (4.08 g) was dissolved in pyridine (25 mL) and cooled on ice. Tosyl chloride (5.72 g) was added portionwise over 5 minutes. Stirring was maintained at 0° C. for 15 minutes. Stirring at room temperature for 18 hours was followed by pouring into dilute HCl (650 mL). The resultant precipitate was filtered off, washed with water, and recrystallized from hot ethanol/water to afford 6.76 g of product as fine white needles.

Workup

  1. temperaturecooled on ice
  2. stirringStirring at room temperature for 18 hours
  3. filtrationThe resultant precipitate was filtered off
  4. washwashed with water
  5. customrecrystallized from hot ethanol/water

Sources & evidence

ORD record
ord-029dc9858edb40b682a88f4c83293ad4
Source dataset
uspto-grants-1996_02
Patent number
US05492803

Reaction notes

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