Triethylamine → HCID 68839039, compound

HRID 660689Notes

Reaction equation

HRID 660689 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13](I)[CH:12]=[CH:11][C:10]=1[N:16]1[S:20](=[O:22])(=[O:21])[NH:19][C:18](=[O:23])[CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:24]([S:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)(=[O:28])=[O:27])=[CH2:25].C(N(CC)CC)C>CC#N.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:29]1([S:26](/[CH:24]=[CH:25]/[C:13]2[CH:12]=[CH:11][C:10]([N:16]3[S:20](=[O:22])(=[O:21])[NH:19][C:18](=[O:23])[CH2:17]3)=[C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:14]=2)(=[O:28])=[O:27])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 79664Phenyl vinyl sulfoneHCID 688386435-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Product 1

HCID 68839039HCID 68839039, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (80 mg, 0.18 mmol), ethenesulfonylbenzene (37 mg, 0.22 mmol), Pd(OAc)2 (2 mg) and triethylamine (186 mg, 1.84 mmol) in MeCN (2 mL) is heated at 120° C. in a microwave apparatus for 15 min. The mixture is filtered, poured into EtOAc and is washed with 1N HCl and brine then dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound: (M−1)−=483.

Workup

  1. filtrationThe mixture is filtered
  2. additionpoured into EtOAc
  3. washis washed with 1N HCl and brine
  4. dry with materialthen dried over magnesium sulfate
  5. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-2d13c8f61b4e4b679733085c475b50d2
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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