Patent US3892802A successfully refreshed from Google Patents.
US3892802A
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Processes for making benzamide compounds
Assignee: Delmar Chemicals Inc
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Filing: 1971-11-11
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Granted: 1975-07-01
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Expires: 1991-11-11
Abstract
Abstract 4-Amino-5-halo-2-substituted benzamide compounds of the following general formula: WHEREIN X represents a chlorine or bromine atom, R represents a hydrogen atom or an alkyl group and Z is a tertiary aminoalkyl group, and non-toxic salts thereof, which are pharmacologically active, are prepared by novel and advantageous processes utilizing new phthaloylamido compounds of the following general formula: WHEREIN X represents a chlorine or bromine atom, R represents a hydrogen atom or alkyl group and R1 represents an alkyl group.
Inventors
- 👤 Ctirad Podesva
- 👤 Geza Kohan
- 👤 William Scott
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 18:32
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
9 words
PROCESS FOR MAKING A BENAMIDE COMPOUND HAVING THE FORMULA.
Claim 2
Dependent Claim
9 words
PROCESS FOR MAKING A BENAMIDE COMPOUND HAVING THE FORMULA.
Claim 3
Dependent Claim
26 words
A process as claimed in claim 1 wherein in the compound of formula II, X represents a chlorine atom, and R and R1 represent lower alkyl.
Claim 4
Dependent Claim
17 words
A process as claimed in claim 1 wherein methyl-2-methoxy-4-phthaloylamido-5-chlorobenzoate is reacted with N,N-diethylethylenediamine, whereby N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide is produced.
Claim 5
Dependent Claim
52 words
A process as claimed in claim 1 which comprises: (a) reacting a lower alkyl-2-methoxy-4-phthaloylamido-5-chlorobenzoate with at least 6 molar equivalents of N,N-diethylethylendiamine, based upon the amount present of said lower alkyl 2-methoxy-4-phthaloyl-amido-5-chlorobenzoate; (b) at the end of the reaction period, distilling off the excess diamine; and (c) then separating the resultant N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide.
Claim 6
Dependent Claim
15 words
A process as claimed in claim 4 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is methyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 7
Dependent Claim
14 words
A process as claimed in claim 4 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is ethyl-2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 8
Dependent Claim
15 words
A process as claimed in claim 4 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is isopropyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 9
Dependent Claim
10 words
A process for making a benzamide compound having the formula:
Claim 10
Dependent Claim
10 words
A process for making a benzamide compound having the formula:
Claim 11
Dependent Claim
25 words
A process as claimed in claim 8 wherein the compound of formula II, X represents a chlorine atom, and R and R1 represent lower alkyl.
Claim 12
Dependent Claim
17 words
A process as claimed in claim 8 wherein methyl-2-methoxy-4-phthaloylamido-5-chlorobenzoate is reacted with N,N-diethylethylenediamine, whereby N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide is produced.
Claim 13
Dependent Claim
25 words
A process as claimed in claim 8 wherein said reaction is conducted in, as said solvent, anhydrous xylene, anhydrous toluene, or a lower aliphatic alcohol.
Claim 14
Dependent Claim
12 words
A process as claimed in claim 11 wherein said solvent is isopropanol.
Claim 15
Dependent Claim
45 words
A process as claimed in claim 8 which comprises: reacting a lower alkyl-2-methoxy-4-phthaloylamido-5-chlorobenzoate with at least 2 molar equivalents of N,N-diethylethylendiamine, based upon the amount present of said lower alkyl-2-methoxy-4-phthaloyl-amido-5-chlorobenzoate; and, at the end of the reaction period, separating the resultant N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide from said solvent.
Claim 16
Dependent Claim
15 words
A process as claimed in claim 13 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is methyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 17
Dependent Claim
15 words
A process as claimed in claim 13 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is ethyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 18
Dependent Claim
15 words
A process as claimed in claim 13 wherein said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is isopropyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate.
Claim 19
Dependent Claim
44 words
A process as claimed in claim 8 wherein a lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate is reacted with between about 2 and 2.1 molar equivalents of a N,N-diethyl-ethylenediamine, based upon the amount present of said lower alkyl 2-methoxy-4-phthaloylamido-5-chlorobenzoate compound, in a lower aliphatic alcohol, as said solvent.
Claim 20
Dependent Claim
12 words
A process as claimed in claim 17 wherein said solvent is isopropanol.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-06-30 | 1978-12-30 | 1979-07-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-30 | 1982-12-30 | 1983-07-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-30 | 1986-12-30 | 1987-07-01 | $7700.00 | Window Closed / Lapsed |