Thietane, 1-oxide (9CI) → HCID 69072849, compound

HRID 734370Notes

Reaction equation

HRID 734370 reaction equation
[C:1]([CH2:4][O:5][CH2:6][C:7]([N:9]([CH3:27])[C:10]1[CH:26]=[CH:25][C:13]2[N+:14](CCCS([O-])(=O)=O)=[C:15]([CH3:17])[S:16][C:12]=2[CH:11]=1)=[O:8])([OH:3])=[O:2].C1CS(=O)C1>C(#N)C>[CH3:27][N:9]([C:10]1[CH:26]=[CH:25][C:13]2[N:14]=[C:15]([CH3:17])[S:16][C:12]=2[CH:11]=1)[C:7](=[O:8])[CH2:6][O:5][CH2:4][C:1]([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 25747Thietane, 1-oxide (9CI)HCID 86602956HCID 86602956, compound

Product 1

HCID 69072849HCID 69072849, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-{5-[[(Carboxymethoxy)acetyl](methyl)amino]-2,3,3-trimethyl-3H-indolium-1-yl}propane-1-sulfonate (22) and 3-{6-[[(Carboxymethoxy) acetyl](methyl)amino]-2-methyl-1,3-benzothiazol-3-ium-3-yl}propane-1-sulfonate (23). To a solution of acid (21 or 22, 1.00 mmol) in 25 mL of dry acetonitrile was added propane sulfone (10 mmol). This mixture was stirred under reflux for 48 h. After cooling the hygroscopic salt was filtered, washed with acetone, and immediately used in the next step.

Workup

  1. temperatureunder reflux for 48 h
  2. temperatureAfter cooling the hygroscopic salt
  3. filtrationwas filtered
  4. washwashed with acetone

Sources & evidence

ORD record
ord-74cacc383c31437bb5af66a8e87024a3
Source dataset
uspto-grants-2009_09
Patent number
US07592188B2

Reaction notes

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