Bromine → HCID 12874994, compound

HRID 444600Notes

Reaction equation

HRID 444600 reaction equation
[Br:1][C:2]1[S:6][C:5]([S:7](NN)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[Br:12]Br>C(Cl)(Cl)Cl.CCOCC.CCCCCC>[Br:1][C:2]1[S:6][C:5]([S:7]([Br:12])(=[O:9])=[O:8])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24408Bromine2×HCID 23464136HCID 23464136, compound

Product 1

HCID 12874994HCID 12874994, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 21584099Diethylether hexaneSolvent

Procedure

To a slurry of 6.43 g (0.025 mol) of 5-bromo-2-thiophenesulfonyl hydrazine and some crushed ice in 100 ml of chloroform was added 8.0 g (0.05) of bromine dropwise with stirring. After the addition was complete and all of the bromine color had disappeared, the chloroform layer was separated and dried over anhydrous magnesium sulfate. The chloroform was removed in vacuo, leaving an orange oil. The oil was dissolved in ether/hexane and cooled to crystallize 3.67 g of the title compound as off-white crystals, mp 48°-50°.

Workup

  1. additionAfter the addition
  2. customthe chloroform layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe chloroform was removed in vacuo
  5. customleaving an orange oil
  6. temperaturecooled
  7. customto crystallize 3.67 g of the title compound as off-white crystals, mp 48°-50°

Sources & evidence

ORD record
ord-60e973d6ca38404ea2dba2139d1c184b
Source dataset
uspto-grants-1981_04
Patent number
US04264774

Reaction notes

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