Hydrochloric Acid → HCID 71815172, compound

HRID 532664Notes

Reaction equation

HRID 532664 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:7][C:8]3[CH2:9][C:10]4[C:16]([C:17]5[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=5)=[N:15][N:14](COCC[Si](C)(C)C)[C:11]=4[C:12]=3[CH:13]=2)=[CH:2]1.Cl>CO>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[S:7][C:8]3[CH2:9][C:10]4[C:16]([C:17]5[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=5)=[N:15][NH:14][C:11]=4[C:12]=3[CH:13]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699243HCID 86699243, compound

Product 1

HCID 71815172HCID 71815172, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

2-Furan-3-yl-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.3 g, 0.57 mmol) was dissolved in MeOH and treated with concentrated HCl (0.17 mL, 5.7 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 2-Furan-3-yl-6-(4-methoxy-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.15 g, 0.4 mmol) as brown solid in 78% 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-7dbf7e14cf1e40f5aa83eb1f02b337c3
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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