Hydrochloric Acid → HCID 71815171, compound

HRID 532658Notes

Reaction equation

HRID 532658 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]2[S:10][C:11]3[CH2:12][C:13]4[C:19]([C:20]5[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=5)=[N:18][N:17](COCC[Si](C)(C)C)[C:14]=4[C:15]=3[CH:16]=2)[CH:6]=[CH:5][C:4]=1[OH:36].Cl>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]2[S:10][C:11]3[CH2:12][C:13]4[C:19]([C:20]5[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=5)=[N:18][NH:17][C:14]=4[C:15]=3[CH:16]=2)[CH:6]=[CH:5][C:4]=1[OH:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699240HCID 86699240, compound

Product 1

HCID 71815171HCID 71815171, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

2-Methoxy-4-[6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-phenol (0.47 g, 0.9 mmol) was dissolved in MeOH and treated with concentrated HCl (0.3 mL, 9.03 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-Methoxy-4-[6-(4-methoxy-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-phenol (0.35 g, 0.76 mmol) as brown solid in 85% 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-b58ec7fdcf3b449a8d11f61a943a2b7f
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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