p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 1731224Notes

Reaction equation

HRID 1731224 reaction equation
C1(C([NH:20][CH:21]2[C:39](=[O:40])[N:23]3[CH:24]([C:29]4[N:33]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[N:32]=[N:31][N:30]=4)[C:25]([CH3:28])([CH3:27])[S:26][C@H:22]23)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.[C:42]1([CH3:52])[CH:47]=[CH:46][C:45]([S:48]([OH:51])(=[O:50])=[O:49])=[CH:44][CH:43]=1>CC(C)=O>[NH2:20][CH:21]1[C:39](=[O:40])[N:23]2[CH:24]([C:29]3[N:33]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[N:32]=[N:31][N:30]=3)[C:25]([CH3:28])([CH3:27])[S:26][C@H:22]12.[CH3:52][C:42]1[CH:47]=[CH:46][C:45]([S:48]([OH:51])(=[O:50])=[O:49])=[CH:44][CH:43]=1

Participants

5

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 867342306-(Triphenylmethylamino)-2,2-dimethyl-3-(1-[ethoxycarbonyl]tetrazol-5-yl)penam

Product 2

HCID 6101p-Toluenesulfonic acidHCID 867342316-Amino-2,2-dimethyl-3-(1-[ethoxycarbonyl]tetrazol-5-yl)penam

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a stirred solution of 554 mg. of 6-(triphenylmethylamino)-2,2-dimethyl-3-(1-[ethoxycarbonyl]tetrazol-5-yl)penam in 2 ml. of acetone is added a solution of 190 mg. of p-toluenesulfonic acid monohydrate in 1 ml. of acetone. Stirring is continued for a further 3 hours, and then the acetone is removed by evaporation in vacuo. The residue is slurried in ether, filtered and dried, to give the title compound as its p-toluenesulfonate salt.

Workup

  1. customthe acetone is removed by evaporation in vacuo
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-806a28b9105d43b3afaecc02747abd84
Source dataset
uspto-grants-1976_11
Patent number
US03994939

Reaction notes

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