Water → HCID 10286173, compound

HRID 1591963Notes

Reaction equation

HRID 1591963 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][N:6]1[S:10](=[O:12])(=[O:11])[NH:9][C:8](=[O:13])[CH2:7]1.[C:17](OC(=O)C)(=[O:19])[CH3:18].O>C(O)(=O)C>[O:11]=[S:10]1(=[O:12])[NH:9][C:8](=[O:13])[CH2:7][N:6]1[CH2:5][C:4]1[CH:3]=[C:2]([NH:1][C:17](=[O:19])[CH3:18])[CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 10171430HCID 10171430, compound2×

Product 1

HCID 10286173HCID 10286173, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the title compound of Example 6, 5-(3-aminobenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (10 mg, 0.041 mmol) in acetic acid (AcOH, 5 mL) is treated with acetic anhydride (85 mg, 0.83 mmol) and stirred at RT for 72 h. The mixture is stirred with water for 2 h, then concentrated to dryness. The crude mixture is purified by LC/MS to afford N-[3-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl)phenyl]acetamide: [M−1]−=282.

Workup

  1. concentrationconcentrated to dryness
  2. customThe crude mixture is purified by LC/MS

Sources & evidence

ORD record
ord-98b424589dc146d68e16473e918d7a17
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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