Hydrochloric Acid → HCID 71815943, compound

HRID 532564Notes

Reaction equation

HRID 532564 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:21]4[CH2:22][C:23]5[S:24][CH:25]=[CH:26][C:27]=5[C:20]=4[N:19](COCC[Si](C)(C)C)[N:18]=3)=[CH:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:12]=[CH:13][C:14]([C:17]3[C:21]4[CH2:22][C:23]5[S:24][CH:25]=[CH:26][C:27]=5[C:20]=4[NH:19][N:18]=3)=[CH:15][CH:16]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699206HCID 86699206, compound

Product 1

HCID 71815943HCID 71815943, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

6-(3′,4′-Dimethoxy-biphenyl-4-yl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.52 g, 1.0 mmol) was dissolved in MeOH and treated with concentrated HCl (0.3 mL, 10 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-(3′,4′-Dimethoxy-biphenyl-4-yl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.3 g, 0.8 mmol) as brown solid in 80% 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-0a4a1e91b61744c395d4ac5275ba8fad
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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