Hydrochloric Acid → HCID 71815945, compound

HRID 532567Notes

Reaction equation

HRID 532567 reaction equation
C[Si](C)(C)CCOC[N:7]1[C:11]2[C:12]3[CH:13]=[CH:14][S:15][C:16]=3[CH2:17][C:10]=2[C:9]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)=[N:8]1.Cl>CO>[S:15]1[CH:14]=[CH:13][C:12]2[C:11]3[NH:7][N:8]=[C:9]([C:18]4[CH:19]=[CH:20][C:21]([C:24]5[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=5)=[CH:22][CH:23]=4)[C:10]=3[CH2:17][C:16]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699207HCID 86699207, compound

Product 1

HCID 71815945HCID 71815945, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

4′-[4-(2-Trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl]-biphenyl-4-carbonitrile (0.23 g, 0.5 mmol) was dissolved in MeOH and treated with concentrated HCl (0.15 mL, 5 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 4′-(4,7-Dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl)-biphenyl-4-carbonitrile (0.14 g, 0.42 mmol) as brown solid in 83% 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-7e7fd015b57d41d9b909684a616b26b1
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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