Phosphorus tribromide → HCID 136364581, compound

HRID 1199701Notes

Reaction equation

HRID 1199701 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[O:19]C)/[CH:5]=[CH:6]/[C:7]1[S:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1.P(Br)(Br)Br.C(=O)([O-])O.[Na+]>ClCCl>[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[OH:19])/[CH:5]=[CH:6]/[C:7]1[S:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1

Participants

5

Reactant 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 14051222HCID 14051222, compound

Product 1

HCID 136364581HCID 136364581, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 282 mg of 2-(trans-3-amino-4-methoxystyryl)benzothiazole dissolved in 30 ml of dichloromethane was added 380 mg of phosphorous tribromide at 70° C., and the mixture was gradually returned to room temperature and stirred overnight. After an aqueous saturated sodium hydrogen carbonate solution was added to the reaction mixture to make it weakly alkaline, the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give 260 mg (yield 97%) of the title compound.

Workup

  1. customwas gradually returned to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d58feb9ccccb451baee67b95fd666394
Source dataset
uspto-grants-1990_02
Patent number
US04902700

Reaction notes

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