Hydrochloric Acid → HCID 21093534, compound

HRID 1350494Notes

Reaction equation

HRID 1350494 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[C:13]#[N:14])([O-])=O.O.O.[Sn](Cl)[Cl:22].Cl>C(O)C>[ClH:22].[CH:15]1[C:12]2[C:13]([NH2:14])=[N:1][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[NH:10][C:11]=2[CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 21822800HCID 21822800, compound

Product 1

HCID 21093534HCID 21093534, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Combine 2-(2-Nitro-phenylamino)-benzonitrile (6.14 g, 25.66 mmol), tin(II) chloride dihydrate (17.37 g, 76.99 mmol), 5N HCl (105 ml), and ethanol (65.0 ml). Stir the mixture at reflux for 24 hours then cool it to ambient temperature and chill it in the refrigerator for 2 hours. Remove the ethanol under vacuum and chill in the refrigerator again. Filter off the resulting precipitate by vacuum filtration and dry it in a vacuum oven to give 6.31 g (100%) of a yellow solid: mass spectrum (ion spray): m/z=210.0 (M+1).

Workup

  1. temperatureat reflux for 24 hours
  2. temperaturechill it in the refrigerator for 2 hours
  3. customRemove the ethanol under vacuum
  4. temperaturechill in the refrigerator again
  5. filtrationFilter off the resulting precipitate
  6. filtrationby vacuum filtration
  7. customdry it in a vacuum oven

Sources & evidence

ORD record
ord-31f80c9e30874e609ef761abcced1b56
Source dataset
uspto-grants-2007_05
Patent number
US07214673B2

Reaction notes

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