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Triethylamine → HCID 68838667, compound

HRID 660697
Notes
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Reaction equation

HRID 660697 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.[CH2:24]([C:26]([CH:28]=[CH2:29])=[O:27])[CH3:25].C(N(CC)CC)C>CC#N.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH2:1]([O:8][C:9]1[CH:14]=[C:13](/[CH:25]=[CH:24]/[C:26](=[O:27])[CH2:28][CH3:29])[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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 153941-Penten-3-oneHCID 688386435-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Product 1

HCID 68838667HCID 68838667, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalyst
HCID 6342
Acetonitrile
Solvent

Conditions

Temperature
100 °C

Procedure

To a solution of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (160 mg, 0.36 mmol), ethylvinyl ketone (50 mg, 0.43 mmol) and Pd(OAc)2 (8 mg) in MeCN (2 mL) is added triethylamine (0.5 mL, 3.6 mmol) and the mixture is heated at 100° C. in a pressure vessel for 4 h. The mixture is filtered and the solvent removed under reduced pressure to give the title compound which is used directly in the next step.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-ed3f790acc294694b1a382b720e824bb
Source dataset
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08084448B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes