Hydrochloric Acid → {[(1,3-Benzothiazol-2-yl)amino]methylene}bis(phosphonic acid)

HRID 345280Notes

Reaction equation

HRID 345280 reaction equation
C([O:3][P:4]([CH:9]([NH:18][C:19]1[S:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1)[P:10]([O:15]CC)(=[O:14])[O:11]CC)(=[O:8])[O:5]CC)C.Cl>>[S:20]1[C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=[C:19]1[NH:18][CH:9]([P:10]([OH:15])(=[O:11])[OH:14])[P:4]([OH:8])(=[O:3])[OH:5]

Participants

3

Procedure

4.36 g (10 mmol) of 1-(benzothiazol-2-ylamino)methane-1,1-diphosphonic acid tetraethyl ester are heated in 40 ml of N hydrochloric acid at 110°-120° for 6 hours. In the course of the reaction, the product separates out in the form of a white precipitate. After cooling to room temperature, filtration is carried out and the product is washed with aqueous methanol. 3.09 g (95% of the theoretical yield) of 1-(benzothiazol-2-yl-amino)methane-1,1-diphosphonic acid of m.p. 290° (decomposition) are obtained.

Workup

  1. customIn the course of the reaction
  2. filtrationfiltration
  3. washthe product is washed with aqueous methanol

Sources & evidence

ORD record
ord-838a6f1a68204e3283bd9b86fc5ebd42
Source dataset
uspto-grants-1991_10
Patent number
US05057505

Reaction notes

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