Tributylamine → HCID 18931670, compound

HRID 727445

Reaction equation

HRID 727445 reaction equation
[NH2:1][C:2]1[C:7]([I:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[S:10]([OH:13])(=O)=[O:11].C(N(CCCC)CCCC)CCC.[Cl:27]P(Cl)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>ClCCl>[NH2:1][C:2]1[C:7]([I:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[S:10]([Cl:27])(=[O:13])=[O:11]

Participants

5

Reactant 3

HCID 7622TributylamineHCID 260420Triphenylphosphine dichlorideHCID 18919385HCID 18919385, compound

Product 1

HCID 18931670HCID 18931670, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution containing 7.6 g (20 mmol) of 2-amino-5-bromo-3-iodobenzenesulphonic acid and 4.8 ml (20 mmol) of tributylamine in 20 ml of dichloromethane is added dropwise, at 0° C. under a nitrogen atmosphere, a solution of dichlorotriphenylphosphorane (9.7 g (37.5 mmol) in 45 ml of dichloromethane). The mixture is brought to room temperature, stirring is continued for 18 hours and the product is purified by chromatography on a column of silica gel, eluting with a dichloromethane/pentane mixture (2:8).

Workup

  1. additionis added dropwise, at 0° C. under a nitrogen atmosphere
  2. customis brought to room temperature
  3. customthe product is purified by chromatography on a column of silica gel
  4. washeluting with a dichloromethane/pentane mixture (2:8)

Sources & evidence

ORD record
ord-88dddb4a2a8f4aa2883165c8ba4e3fc3
Source dataset
uspto-grants-1998_01
Patent number
US05712393

Linked notes

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