Hydrochloric Acid → HCID 86699204, compound

HRID 532558Notes

Reaction equation

HRID 532558 reaction equation
[CH:1]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:19]3[CH2:20][C:21]4[S:22][CH:23]=[CH:24][C:25]=4[C:18]=3[N:17](COCC[Si](C)(C)C)[N:16]=2)=[CH:11][CH:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl>CO>[CH:1]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:19]3[CH2:20][C:21]4[S:22][CH:23]=[CH:24][C:25]=4[C:18]=3[NH:17][N:16]=2)=[CH:13][CH:14]=1)=[CH:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699203HCID 86699203, compound

Product 1

HCID 86699204HCID 86699204, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

6-(4-Styryl-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.15 g, 0.3 mmol) was dissolved in MeOH and treated with concentrated HCl (0.12 mL, 3 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-Styryl-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.1 g, 0.27 mmol) as yellow solid in 89% 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-041b49abb2bd4132afadeab7424972df
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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