p-Toluenesulfonic acid monohydrate → HCID 86743226, compound

HRID 231473Notes

Reaction equation

HRID 231473 reaction equation
[CH3:1][C:2]1([CH3:41])[CH:6]([C:7](=[O:17])[N:8]([CH3:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]2[C:18](=[O:40])[CH:19]([NH:20]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C@H:4]2[S:3]1.O.[C:43]1([CH3:53])[CH:48]=[CH:47][C:46]([S:49]([OH:52])(=[O:51])=[O:50])=[CH:45][CH:44]=1>CC(C)=O>[C:43]1([CH3:53])[CH:44]=[CH:45][C:46]([S:49]([OH:52])(=[O:50])=[O:51])=[CH:47][CH:48]=1.[NH2:20][CH:19]1[C:18](=[O:40])[N:5]2[CH:6]([C:7](=[O:17])[N:8]([CH3:16])[CH2:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:2]([CH3:41])([CH3:1])[S:3][C@H:4]12

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 67896420HCID 67896420, compound

Product 1

HCID 86743226HCID 86743226, compoundYield 114.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2,2-dimethyl-6-(triphenylmethylamino)-3-(N-methyl-N-benzylcarbamoyl)penam (200 mg) in acetone (2 mL) was added p-toluenesulfonic acid monohydrate (70 mg). The solution was stirred at room temperature for 11/2 hours and the acetone was removed in vacuo. Trituration of the residue with ether and vacuum drying gave partially impure 6-Amino-2,2-dimethyl-3-(N-methyl-N-benzylcarbamoyl)penam p-toluenesulfonic acid salt (200 mg).

Workup

  1. customthe acetone was removed in vacuo
  2. dry with materialTrituration of the residue with ether and vacuum drying

Sources & evidence

ORD record
ord-6e8b326939404985b6128ef3f593385d
Source dataset
uspto-grants-1989_07
Patent number
US04847247

Reaction notes

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