Hydrochloric Acid → HCID 71816007, compound

HRID 532574Notes

Reaction equation

HRID 532574 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[C:19]4[CH2:20][C:21]5[S:22][CH:23]=[CH:24][C:25]=5[C:18]=4[N:17](COCC[Si](C)(C)C)[N:16]=3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.Cl>CO>[F:35][C:2]([F:1])([F:34])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[C:19]4[CH2:20][C:21]5[S:22][CH:23]=[CH:24][C:25]=5[C:18]=4[NH:17][N:16]=3)=[CH:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699210HCID 86699210, compound

Product 1

HCID 71816007HCID 71816007, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

6-(4′-Trifluoromethyl-biphenyl-4-yl)-4-(2-trimethylsilanyl-ethoxymeth yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.14 g, 0.27 mmol) was dissolved in MeOH and treated with concentrated HCl (0.1 mL, 27 mmol). The reaction mixture was heated at 100° C. for 4 hr. The solution was cooled to room temperature and the resultant precipitate was filtered, washed with MeOH and concentrated under reduced pressure to provide the corresponding 6-(4′-Trifluoromethyl-biphenyl-4-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.04 g, 0.1 mmol) as brown solid in 38% yield.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. filtrationthe resultant precipitate was filtered
  3. washwashed with MeOH
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-61aa567f4eb84f478f8124405ef69bfc
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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