Triethylamine → HCID 54062463, compound

HRID 653550Notes

Reaction equation

HRID 653550 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].C(N(CC)CC)C.[CH3:19][PH:20](=[O:26])[O:21][CH2:22][CH:23]([CH3:25])[CH3:24]>CN(C)C=O>[CH2:22]([O:21][P:20]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9])([CH3:19])=[O:26])[CH:23]([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 28012632-BromobenzenesulfonamideHCID 178454796HCID 178454796, compound

Product 1

HCID 54062463HCID 54062463, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 11.8 g (0.05 mole) of 2-bromophenylsulfonamide in 14 ml (0.1 mole) of triethylamine and 30 ml of dimethylformamide is treated with 6.8 g (0.05 mole) of isobutyl methylphosphinate and 1.1 g (0.001 mole) of tetrakistriphenylphosphine-palladium complex. The yellow suspension is stirred for 15 hours at 100° C., cooled and filtered. After the filtrate has been evaporated, the residue is crystallised from toluene. This gives 4.12 g of 2-(i-butoxy-P-methylphosphinyl)-phenylsulfonamide, melting point 50°-52° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. customAfter the filtrate has been evaporated
  4. customthe residue is crystallised from toluene

Sources & evidence

ORD record
ord-b322608945a24ccfa724762f7f62145a
Source dataset
uspto-grants-1987_06
Patent number
US04677217

Reaction notes

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