Hydrochloric Acid → HCID 136388578, compound

HRID 131388Notes

Reaction equation

HRID 131388 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH:9][C:10]2[S:11][CH:12]=[CH:13][C:14]=2[C:15]#[N:16])=[C:4]([N+:17]([O-])=O)[CH:3]=1.[ClH:20]>C(O)C>[ClH:20].[F:8][C:7]1[C:2]([F:1])=[CH:3][C:4]2[N:17]=[C:15]([NH2:16])[C:14]3[CH:13]=[CH:12][S:11][C:10]=3[NH:9][C:5]=2[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 586260502-(4,5-Difluoro-2-nitro-phenylamino)-thiophene-3-carbonitrile

Product 1

HCID 136388578HCID 136388578, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Suspend 2-(4,5-difluoro-2-nitro-phenylamino)-thiophene-3-carbonitrile (4.02 g, 14.30 mmol) in ethanol (40.0 ml). Dissolve tin(H) chloride (8.14 g, 42.91 mmol) in 5N HCl (40.0 ml) and then add it to the suspension. Heat the reaction at reflux for 5.5 hours and then cool it to ambient temperature. Cool the mixture for 16 hours in a refrigerator. Collect the resulting precipitate by vacuum filtration and then dry it by pulling a vacuum on it to give 3.53 g (86%) of the title compound as a yellow solid: mass spectrum (ion spray): m/z =252.1 (M+1).

Workup

  1. temperatureHeat
  2. customthe reaction
  3. temperatureat reflux for 5.5 hours
  4. temperatureCool the mixture for 16 hours in a refrigerator
  5. customCollect the resulting precipitate
  6. filtrationby vacuum filtration
  7. customdry it

Sources & evidence

ORD record
ord-45e8071ebb9540e3af7a45278e5c5718
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

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