HCID 13799966, compound → HCID 131715426, compound

HRID 2413700Notes

Reaction equation

HRID 2413700 reaction equation
C([NH:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[CH2:11][CH2:12][C:13]([OH:22])([P:18]([OH:21])(=[O:20])[OH:19])[P:14]([OH:17])(=[O:16])[OH:15])(=[O:3])C>Cl>[OH2:3].[NH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[CH2:11][CH2:12][C:13]([OH:22])([P:18]([OH:21])(=[O:19])[OH:20])[P:14]([OH:16])(=[O:15])[OH:17].[OH2:3].[OH2:3].[NH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[CH2:11][CH2:12][C:13]([OH:22])([P:18]([OH:21])(=[O:19])[OH:20])[P:14]([OH:16])(=[O:15])[OH:17]

Participants

3

Reactant 1

HCID 13799966HCID 13799966, compound

Product 1

HCID 131715426HCID 131715426, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Starting from 3-(2-acetylaminocyclohexyl)-1-hydroxypropane-1,1-diphosphonic acid, the acetyl radical is completely eliminated by heating to 100° C. for 70 hours in 6N hydrochloric acid. The diphosphonic acid is purified by chromatographing on Amberlite IR-120 (H+ form) to give 3-(2-aminocyclohexyl)-1-hydroxypropane-1,1-diphosphonic acid sesquihydrate in the form of a cis, trans mixture (ratio as in the starting material). Yield 23% of theory; m.p. 163° C., foaming up; Mrel =0.31.

Workup

  1. customThe diphosphonic acid is purified by chromatographing on Amberlite IR-120 (H+ form)

Sources & evidence

ORD record
ord-b7bc6ccca96442f0a1677f6239faeac3
Source dataset
uspto-grants-1988_01
Patent number
US04719203

Reaction notes

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