Hydrochloric Acid → HCID 71815941, compound

HRID 532552Notes

Reaction equation

HRID 532552 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]([NH:24][C:25]3[CH:26]=[C:27]([OH:31])[CH:28]=[CH:29][CH:30]=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]([NH:24][C:25]5[CH:26]=[C:27]([OH:31])[CH:28]=[CH:29][CH:30]=5)=[CH:22][CH:23]=4)[C:10]=3[CH2:17][C:16]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86699201HCID 86699201, compound

Product 1

HCID 71815941HCID 71815941, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

3-{4-[4-(2-Trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl]-phenylamino}-phenol (0.24 g, 0.5 mmol) was dissolved in MeOH and treated with concentrated HCl (0.16 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 3-[4-(4,7-Dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl)-phenylamino]-phenol (0.15 g, 0.44 mmol) as yellow solid in 88% 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-0f6b733ba13744b186e0f6caa88eccf4
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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