Phosphorus sulfide (P2S5) → HCID 178527921, compound

HRID 68669Notes

Reaction equation

HRID 68669 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=O)[NH:7][N:8]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:19]>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([SH:19])=[N:7][N:8]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 674476706-Bromo-1-phenyl-1,2-dihydroindazol-3-one

Product 1

HCID 178527921HCID 178527921, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
130 °C

Procedure

Into a 100-mL 3-necked round-bottom flask, was placed a solution of 6-bromo-1-phenyl-1,2-dihydroindazol-3-one (7 g, 24.22 mmol, 1.00 equiv) in xylene (50 mL) and P2S5 (21.5 g, 96.85 mmol, 4.00 equiv). The resulting solution was stirred for 1 h at 130° C. in an oil bath. The solids were collected by filtration, washed with ethyl acetate (2×50 mL). The organic layer was washed with water (2×50 mL). The resulting mixture was dried over anhydrous sodium sulfate and concentrated under vacuum to yield 6-bromo-1-phenyl-1H-indazole-3-thiol as a brown solid. MS: 304 (MH+).

Workup

  1. customInto a 100-mL 3-necked round-bottom flask, was placed
  2. filtrationThe solids were collected by filtration
  3. washwashed with ethyl acetate (2×50 mL)
  4. washThe organic layer was washed with water (2×50 mL)
  5. dry with materialThe resulting mixture was dried over anhydrous sodium sulfate
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2fbb63cb58e64cc4ba204a260e8937a6
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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