Sulfuryl chloride → HCID 178519009, compound

HRID 252151Notes

Reaction equation

HRID 252151 reaction equation
C([S:8][C:9]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12])C1C=CC=CC=1.S(Cl)(Cl)(=O)=O>ClCCl.CCCCCCC>[Cl:18][C:15]1[CH:16]=[CH:17][C:9]2[S:8][N:13]=[C:11]([OH:12])[C:10]=2[CH:14]=1

Participants

5

Reactant 2

HCID 24648Sulfuryl chlorideHCID 574851282-Benzylsulphanyl-5-chlorobenzamide

Product 1

HCID 178519009HCID 178519009, compoundYield 117.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8900HeptaneSolvent

Procedure

2-Benzylsulphanyl-5-chlorobenzamide (523 mg, 1.89 mmol) was dissolved in dichloromethane (20 mL) and sulphuryl chloride (0.183 mL, 3.29 mmol) added dropwise. The resultant white suspension was stirred for a further 1 h, diluted with heptane (15 mL), filtered, washed with heptane and dried under suction to afford the title compound as a white solid (413 mg, >100%).

Workup

  1. filtrationfiltered
  2. washwashed with heptane
  3. customdried under suction

Sources & evidence

ORD record
ord-3234954392914501b51250bcbbdf3596
Source dataset
uspto-grants-2011_01
Patent number
US07868017B2

Reaction notes

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