HCID 21993392, compound → HCID 11066731, compound

HRID 1977570Notes

Reaction equation

HRID 1977570 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[C:5]([NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)(=[O:10])=[O:9])=[O:6]>C(O)C.Cl.[Zn]>[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[C:5]([NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1)(=[O:10])=[O:9])=[O:6]

Participants

5

Reactant 1

HCID 21993392HCID 21993392, compound

Product 1

HCID 11066731HCID 11066731, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

50.0 g (0.15 mol) of 2-methoxy-N-(4-nitrophenylsulfonyl)benzamide are suspended in a mixture of 450 ml of ethanol and 750 ml of 2N HCl, and the mixture is heated to 50° C. 97.2 g (1.5 mol) of zinc powder are added in portions at this temperature and the mixture is stirred for a further 2 hours. After cooling, the mixture is filtered, the filtrate is concentrated to half its volume and cooled, and the precipitate is filtered off with suction and dried; Yield: 43.6 g (96%); M.p.: 180-182° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered
  3. concentrationthe filtrate is concentrated to half its volume
  4. temperaturecooled
  5. filtrationthe precipitate is filtered off with suction
  6. customdried

Sources & evidence

ORD record
ord-530c93d8997945628602b2fb42fa5265
Source dataset
uspto-grants-2001_05
Patent number
US06235680B1

Reaction notes

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