Ethanol → HCID 69214075, compound

HRID 131305Notes

Reaction equation

HRID 131305 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-])=O)=[C:6]([NH:8][C:9]2[S:10][CH:11]=[C:12](C)[C:13]=2[C:14]#[N:15])[CH:7]=1.[Sn](Cl)[Cl:21].[CH2:23](O)[CH3:24]>Cl.O>[ClH:21].[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:17]=[C:14]([NH2:15])[C:13]3[CH:12]=[C:11]([CH2:23][CH3:24])[S:10][C:9]=3[NH:8][C:6]=2[CH:7]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 24479Stannous ChlorideHCID 69215079HCID 69215079, compound

Product 1

HCID 69214075HCID 69214075, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

Suspend 2-(5-fluoro-2-nitro-phenylamino)-methyl-thiophene-3-carbonitrile (0.7.9 g, 27 mmol) in ethanol (70 ml), add anhydrous tin(II)chloride(15 g, 79 mmol) in concentrated hydrochloric acid (60 ml) and heat the mixture under reflux for 6 hours. Dilute the mixture with water and allow to cool. Collect the precipitate formed by filtration and dry under high vacuum to give 6-fluoro-2-ethyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride as a yellow solid (6.5 g, 82%): mass spectrum (FIA) 262 (M+1).

Workup

  1. temperatureheat the mixture
  2. temperatureunder reflux for 6 hours
  3. temperatureto cool
  4. customCollect the precipitate
  5. customformed by filtration
  6. customdry under high vacuum

Sources & evidence

ORD record
ord-e221a602c7054b718ba58c5d3c27cd8e
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

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