Ammonia → HCID 62506330, compound

HRID 1256179Notes

Reaction equation

HRID 1256179 reaction equation
[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[NH:18]C(=O)C(F)(F)F)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N>CO>[CH2:1]([S:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[NH2:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86655245HCID 86655245, compound

Product 1

HCID 62506330HCID 62506330, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To the solution of N-(2-(benzylthio)-5-nitrophenyl)-2,2,2-trifluoroacetamide (17.5 g, 49 mmol) in methanol (100 ml), added ammonia (15 ml, 7N in CH3OH). The reaction was heated at 60° C. for 2 hours. Then concentrated, extracted with EtOAc, washed with water and brine, dried over Na2SO4. Concentrated to give 11.5 g 2-(benzylthio)-5-nitroaniline as product.

Workup

  1. concentrationThen concentrated
  2. extractionextracted with EtOAc
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationConcentrated

Sources & evidence

ORD record
ord-19d0744cf1a14d3ba7851a3884f364e6
Source dataset
uspto-grants-2013_06
Patent number
US08461134B2

Reaction notes

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