Patent US4837166A successfully refreshed from Google Patents.
US4837166A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Assaying method for primary amines using aromatic dialdehydes
Assignee: OREAD LOBORATORIES Inc
•
Filing: 1987-04-20
•
Granted: 1989-06-06
•
Expires: 2007-04-20
Abstract
Abstract A method of assaying primary amines or cyanide is disclosed. The process is carried out by reacting a substituted or unsubstituted naphthalene-2,3-dicarboxaldehyde or o-phthalaldehyde, reactive with primary amines and cyanide, with cyanide ions and at least one primary amine to form an adduct amenable to fluorometric or electrochemical assaying techniques. The adduct is then fluorometrically or electrochemically assayed. Also disclosed are 1-cyano-benz[f]isoindole adducts.
Inventors
- 👤 Pierre M. R. de Montigny
- 👤 Larry A. Sternson
- 👤 Arnold J. Repta
- 👤 John F. Stobaugh
- 👤 Takeru Higuchi, deceased
- 👤 co-executor Kenji W. Higuchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 06:36
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/68; G01N33/6803; G01N33/6806; G01N33/6809; G01N33/52; Y; Y10; Y10T; Y10T436/00; Y10T436/17; Y10T436/172307; Y10T436/173845
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
61 words
A method of assaying primary amines comprising the steps of: (i) reacting a reagent that is reactive with primary amines and cyanide with cyanide ions and at least one primary amine to form an adduct amenable to fluorometric or electrochemical assaying techniques, wherein the reagent is a substituted or unsubstituted naphthalene-2,3-dicarboxyaldehyde or o-phthalaldehyde; and (ii) fluorometrically or electrochemically assaying said adduct.
Claim 2
Independent Claim
61 words
A method of assaying primary amines comprising the steps of: (i) reacting a reagent that is reactive with primary amines and cyanide with cyanide ions and at least one primary amine to form an adduct amenable to fluorometric or electrochemical assaying techniques, wherein the reagent is a substituted or unsubstituted naphthalene-2,3-dicarboxyaldehyde or o-phthalaldehyde; and (ii) fluorometrically or electrochemically assaying said adduct.
Claim 3
Dependent Claim
16 words
The method of claim 1 wherein the reagent is such that said adduct is a fluorophore.
Claim 4
Dependent Claim
227 words
The method of claim 1 wherein said reagent is a substituted or unsubstituted naphthalene-2,3-dicarboxaldehyde of the formula: ##STR19## wherein (A) R 1 is H, N(CH 3 ) 2 , SO 3 H, NO 2 , SO 3 - Na + or ##STR20## wherein X and Y are identical or different and are hydrogen or alkyl and R 2 , R 3 , R 4 , R 5 , and R 6 are H; or (B) R 1 , R 4 , R 5 , and R 6 are H, and ##STR21## or (C) R 1 and R 4 are N(CH 3 ) 2 or ##STR22## and R 2 , R 3 , R 5 , and R 6 are H; or (D) R 1 , R 2 , R 3 , and R 4 are H and R 5 and R 6 are OCH 3 , ##STR23## OSi(CH 3 ) 2 C 4 H 9 , or N(CH 3 ) 2 ; or (E) R 1 , R 4 , R 5 , and R 6 are H and R 2 and R 3 are CH 3 O, ##STR24## SO 3 H or CO 2 H or the salts thereof; (F) R 1 , R 3 , R 4 , R 5 , and R 6 are H and R 2 is (CH 3 ) 2 N.
Claim 5
Dependent Claim
41 words
The method of claim 11 wherein said reagent is a substituted or unsubstituted naphthalene-2,3-dicarboxaldehyde of the formula: ##STR25## wherein R 1 is H, N(CH 3 ) 2 , SO 3 H, NO 2 , or SO 3 - Na + .
Claim 6
Dependent Claim
15 words
The method of claim 1 wherein said reagent is unsubstituted naphthalene-2,3-dicarboxaldehyde of the formula: ##STR26##
Claim 7
Dependent Claim
19 words
The method of claim 1 wherein a plurality of primary amines are reacted with the reagent and cyanide ions.
Claim 8
Dependent Claim
19 words
The method of claim 6 further comprising the step of separating said plurality of primary amines into individual amines.
Claim 9
Dependent Claim
17 words
The method of claim 7 wherein said separating step is carried out by high performance liquid chromatography.
Claim 10
Dependent Claim
16 words
The method of claim 7 wherein said separating step is carried out before said reacting step.
Claim 11
Dependent Claim
16 words
The method of claim 7 wherein said separating step is carried out after said reacting step.
Claim 12
Dependent Claim
16 words
The method of claim 10 wherein said reagent is a naphthalene-2,3-dicarboxaldehyde that is di-substituted or tetra-substituted.
Claim 13
Independent Claim
35 words
The method of assaying primary amines comprising fluorometrically or electrochemically assaying an adduct formed by reacting a substituted or unsubstituted naphthalene-2,3-dicarboxaldehyde, reactive with primary amines and cyanide, with cyanide and at least one primary amine.
Claim 14
Independent Claim
35 words
The method of assaying primary amines comprising fluorometrically or electrochemically assaying an adduct formed by reacting a substituted or unsubstituted naphthalene-2,3-dicarboxaldehyde, reactive with primary amines and cyanide, with cyanide and at least one primary amine.
Claim 15
Independent Claim
35 words
A method of assaying primary amines comprising fluorometrically or electrochemically assaying an adduct formed by reacting a substituted or unsubstituted o-phthalaldehyde, reactive with primary amines and cyanide, with cyanide and at least one primary amine.
Claim 16
Independent Claim
35 words
A method of assaying primary amines comprising fluorometrically or electrochemically assaying an adduct formed by reacting a substituted or unsubstituted o-phthalaldehyde, reactive with primary amines and cyanide, with cyanide and at least one primary amine.
References Cited (Backward Citations)
DE2102985A1
Cited
US3718432A
Cited
US3892530A
Cited
US3933430A
Cited
US4359323A
Cited
FR2534029A1
Cited
US4501816A
Cited
EP0138092A2
Cited
US4670403A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-06-05 | 1992-12-05 | 1993-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-06-05 | 1996-12-05 | 1997-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-06-05 | 2000-12-05 | 2001-06-06 | $7700.00 | Window Closed / Lapsed |