Ethanethiol → HCID 59676117, compound

HRID 1880483Notes

Reaction equation

HRID 1880483 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11]1[C:6]2=[CH:7][CH:8]=[C:9]2[N:19]([CH3:20])[N:18]=[CH:17][C:10]2=1.[Al+3].[Cl-].[Cl-].[Cl-].CCS.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:20][N:19]1[C:9]2=[CH:8][CH:7]=[C:6]3[C:11]([N:12]([CH3:16])[C:13]4[C:5]3=[CH:4][C:3]([OH:2])=[CH:15][CH:14]=4)=[C:10]2[CH:17]=[N:18]1

Participants

6

Reactant 4

HCID 6343EthanethiolHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 59676069HCID 59676069, compound

Product 1

HCID 59676117HCID 59676117, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 7-methoxy-3,10-dimethyl-3,10-dihydro-2,3,10-triaza-cyclopenta[a]fluorene (55 mg, 0.21 mmol), AlCl3 (0.84 mmol, 4.0 eq.) and EtSH (0.63 mmol, 3.0 eq.) in CH2Cl2 (2 mL) was stirred at room temperature for 16 hours. The reaction mixture was poured into cold saturated NaHCO3 solution, extracted with CH2Cl2, washed with brine and dried, concentrated to yield the crude product. The crude product was then purified by chromatography to yield the title compound as a white solid.

Workup

  1. extractionextracted with CH2Cl2
  2. washwashed with brine
  3. customdried
  4. concentrationconcentrated
  5. customto yield the crude product
  6. customThe crude product was then purified by chromatography

Sources & evidence

ORD record
ord-1a3e6b97f61b4cb5a783c75a1e984faa
Source dataset
uspto-grants-2012_11
Patent number
US08318766B2

Reaction notes

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