HCID 67139600, compound → HCID 9993263, compound

HRID 1592015Notes

Reaction equation

HRID 1592015 reaction equation
[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH2:14][C:13](=[O:15])[N:12](CC3C=CC(OC)=CC=3OC)[S:11]2(=[O:28])=[O:27])[CH:5]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH2:14][C:13](=[O:15])[NH:12][S:11]2(=[O:28])=[O:27])[CH:5]=1

Participants

3

Reactant 1

HCID 67139600HCID 67139600, compound

Product 1

HCID 9993263HCID 9993263, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of the title A compound, 3-[5-(2,4-dimethoxybenzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl]benzoic acid methyl ester is stirred in 2 mL of TFA/CH2Cl2 (1:1) at RT for 16 h. The volatiles are evaporated and the residue is stirred in 4 mL of MeCN/water (1:1) for 20 min. The mixture is filtered through a 0.2 μM Acrodisc and evaporated. The residue is triturated from Et2O at −50° C. to give 3-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)benzoic acid methyl ester as a pink solid: [M−1]−=269.

Workup

  1. customThe volatiles are evaporated
  2. filtrationThe mixture is filtered through a 0.2 μM Acrodisc
  3. customevaporated
  4. customThe residue is triturated from Et2O at −50° C.

Sources & evidence

ORD record
ord-eef97ec8ab6a4c188f3ebeac6cec9011
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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