Hydrochloric Acid → HCID 69841186, compound

HRID 993327Notes

Reaction equation

HRID 993327 reaction equation
[Zn:1].[SH:2][C:3]1[CH:17]=[CH:16][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[CH:5][C:4]=1[N+:18]([O-:20])=[O:19].Cl>C(O)C>[Zn:1].[SH:2][C:3]1[CH:17]=[CH:16][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[CH:5][C:4]=1[N+:18]([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 23994ZincHCID 18410228HCID 18410228, compound

Product 1

HCID 69841186HCID 69841186, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

A 6-liter reactor is charged with 900 ml of ethanol, 302 g of zinc powder and 363 g of 4-mercapto-3-nitro-N-phenyl-benzamide. The mixture is heated to 65° C. and then 992 g of 34% concentrated hydrochloric acid are added within two hours while maintaining the reaction temperature below 70° C. The mixture is stirred at reflux for 2.5 hours and 50 g more of concentrated hydrochloric acid are added. A white suspension is formed. The reaction mixture is cooled to 70° C., filtered hot, and washed with 26 liters of water. The white product is dried at 80° C. under vacuum overnight. 264.6 g (72.6%) of 4-mercapto-3-nitro-N-phenyl-benzamide zinc salt are obtained.

Workup

  1. temperaturewhile maintaining the reaction temperature below 70° C
  2. temperatureat reflux for 2.5 hours
  3. customA white suspension is formed
  4. temperatureThe reaction mixture is cooled to 70° C.
  5. filtrationfiltered hot
  6. washwashed with 26 liters of water
  7. customThe white product is dried at 80° C. under vacuum overnight

Sources & evidence

ORD record
ord-6c60dfe9128c4c3b84b0ed4b6a95b9e5
Source dataset
uspto-grants-2002_10
Patent number
US06472527B1

Reaction notes

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