p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 1632873Notes

Reaction equation

HRID 1632873 reaction equation
C(SCCN1C(CNC(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=NN=N1)(=O)C.O.[C:34]1([CH3:44])[CH:39]=[CH:38][C:37]([S:40]([OH:43])(=[O:42])=[O:41])=[CH:36][CH:35]=1>CC(C)=O>[C:34]1([CH3:44])[CH:35]=[CH:36][C:37]([S:40]([OH:43])(=[O:41])=[O:42])=[CH:38][CH:39]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 20442582HCID 20442582, compound

Product 1

HCID 6101p-Toluenesulfonic acidYield 164%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

1-(2-Acetylthioethyl)-5-triphenylmethylaminomethyltetrazole, (e) (300 mg) in acetone (3 ml) was cooled to -20° and treated with p-toluenesulphonic acid monohydrate (128 mg) in acetone (2 ml). The reaction mixture was allowed to warm to room temperature and stirred for 7 hours. The resultant colourless solid was filtered off to give the p-toluenesulphonic acid salt (f) (190 mg), m.p. 184°-185°, νmax (KBr)1680, 1235, 1225, 1170, 1150, 1130, 1042, 1015, 838, 688, 572 cm-1, (D2O) 2.28 (3H,s), 2.35 (3H,s), 3.34 (2H, t, J Ca 6 Hz), 7.30 (2H, d, J 9 Hz), 7.65 (2H, d, J 9 Hz)ppm. Other signals were obscured by the HOD signal.

Workup

  1. filtrationwas filtered off

Sources & evidence

ORD record
ord-096d7aed045a4dfa8b13684490d2a1ce
Source dataset
uspto-grants-1984_10
Patent number
US04477662

Reaction notes

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