Methanol → [[(4-methyl-1,3-thiazol-2-yl)amino]-phosphonomethyl]phosphonic acid

HRID 345281Notes

Reaction equation

HRID 345281 reaction equation
C([O:3][P:4]([CH:9]([NH:18][C:19]1[S:20][CH:21]=[C:22]([CH3:24])[N:23]=1)[P:10]([O:15]CC)(=[O:14])[O:11]CC)(=[O:8])[O:5]CC)C.CO>Cl>[CH3:24][C:22]1[N:23]=[C:19]([NH:18][CH:9]([P:4]([OH:5])(=[O:3])[OH:8])[P:10]([OH:14])(=[O:11])[OH:15])[S:20][CH:21]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 10960359HCID 10960359, compound

Product 1

HCID 406059[[(4-methyl-1,3-thiazol-2-yl)amino]-phosphonomethyl]phosphonic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1.30 g (3.2 mmol) of 1-(4-methylthiazol-2-ylamino)methane-1,1-diphosphonic acid tetraethyl ester are heated in 20 ml of 1N hydrochloric acid at 100° for 20 hours. After cooling, 20 ml of methanol are added. During subsequent stirring, the product separates out in the form of fine white crystals. The filtrate is subsequently washed with methanol and petroleum ether. Yield: 615 mg (67% of the theoretical yield) of 1-(4-methylthiazol-2-ylamino)methane-1,1-diphosphonic acid of m.p. 294° (decomposition).

Workup

  1. temperatureAfter cooling
  2. washThe filtrate is subsequently washed with methanol and petroleum ether

Sources & evidence

ORD record
ord-a89f1a93d0b947c0a21e41e4e9bf894d
Source dataset
uspto-grants-1991_10
Patent number
US05057505

Reaction notes

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