Ammonia → HCID 15315497, compound

HRID 279755Notes

Reaction equation

HRID 279755 reaction equation
[NH3:1].[Br:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11].BrCC1C=CC(S(Cl)(=O)=O)=CC=1>O1CCCC1>[Br:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH2:1])(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86739782HCID 86739782, compound

Product 1

HCID 15315497HCID 15315497, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ammonia (1.0 ml) in tetrahydrofuran (50 ml) at -78° was contacted dropwise with a solution of a 60/40 mixture of 2-(bromomethyl)benzenesulfonyl chloride/4-(bromomethyl)benzenesulfonyl chloride (4.52 g) in tetrahydrofuran (20 ml). The stirred mixture was allowed to warm to 0° and volatiles were removed in vacuo. The residue was contacted with water (50 ml) and extracted three times with ethyl acetate. Combined organic portions were washed with brine, dried, and evaporated to give 4.00 g of white solid.

Workup

  1. temperatureto warm to 0°
  2. customvolatiles were removed in vacuo
  3. extractionextracted three times with ethyl acetate
  4. washCombined organic portions were washed with brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-76913b33db8749288af3fae4fc25c20b
Source dataset
uspto-grants-1986_05
Patent number
US04586952

Reaction notes

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