US3950378A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of β-anilino-α-benzylacrylonitriles
Assignee: SmithKline Beecham Corp
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Filing: 1974-05-01
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Granted: 1976-04-13
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Expires: 1994-05-01
Abstract
Abstract Compounds comprising selected N-substituted beta -amino- alpha -benzyl-acrylonitriles and methods of preparing said compounds substantially free from the corresponding bensalacrylonitrile.
Inventors
- 👤 Ronald M. Cresswell
- 👤 John W. Mentha
- 👤 Russell L. Seaman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 15:42
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/48; C07D239/49; C07C; C07C255/00; C07C317/00; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/60
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
143 words
The method of preparing compounds of the formula I ##SPC14## which comprises reacting ##SPC15## in the presence of base in a polar aprotic or polar non-aprotic solvent, where R is lower alkyl or hydrogen, where Ph is aryl of 6 to 12 carbons which may be substituted in one, two or three positions with lower alkyl, lower alkoxyl or halogen wherein lower alkyl and lower alkoxyl have 1 to 4 carbon atoms and where R 1 - R 4 are the same or different and each is a hydrogen or halogen atom, lower alkyl, lower alkoxy or benzyloxy or R 3 and R 4 taken together may be a methylenedioxy group when both R 1 and R 2 are hydrogen atoms and wherein in R 1 - R 4 the lower alkyl and lower alkoxyl contain 1 to 4 carbons in the above.
Claim 2
Independent Claim
143 words
The method of preparing compounds of the formula I ##SPC14## which comprises reacting ##SPC15## in the presence of base in a polar aprotic or polar non-aprotic solvent, where R is lower alkyl or hydrogen, where Ph is aryl of 6 to 12 carbons which may be substituted in one, two or three positions with lower alkyl, lower alkoxyl or halogen wherein lower alkyl and lower alkoxyl have 1 to 4 carbon atoms and where R 1 - R 4 are the same or different and each is a hydrogen or halogen atom, lower alkyl, lower alkoxy or benzyloxy or R 3 and R 4 taken together may be a methylenedioxy group when both R 1 and R 2 are hydrogen atoms and wherein in R 1 - R 4 the lower alkyl and lower alkoxyl contain 1 to 4 carbons in the above.
Claim 3
Dependent Claim
23 words
The method according to claim 1 in which the reaction takes place in a polar aprotic solvent in the presence of excess base.
Claim 4
Dependent Claim
24 words
The method according to claim 1 in which the reaction takes place in a polar aprotic solvent in the presence of a strong base.
Claim 5
Dependent Claim
16 words
The method according to claim 1 in which 3,4,5-trimethoxybenzaldehyde is reacted with β-anilinopronitrile to prepare β-anilino-α-3,4,5-trimethoxybenzylacrylonitrile.
Claim 6
Dependent Claim
18 words
The method according to claim 4 in which the reaction is carried out in a strongly alkaline solution.
Claim 7
Dependent Claim
23 words
The method according to claim 4 in which the reaction is carried out in a lower alcohol in the presence of excess base.
Claim 8
Dependent Claim
24 words
The method of claim 4 in which at least a catalytic amount of base is used and the solvent is a polar aprotic solvent.
Claim 9
Dependent Claim
12 words
The method of claim 4 in which the solvent is an alkanol.
Claim 10
Dependent Claim
18 words
The method of claim 7 in which the solvent contains hydroxide or alkoxide anions or methyl sulphinyl carbonion.
Claim 11
Dependent Claim
16 words
The method according to claim 1 in which 3,4-dimethoxybenzaldehyde is reacted with β-anilinopropionitrile to prepare β-anilino-α-3,4-dimethoxybenzylacrylonitrile.
Claim 12
Dependent Claim
16 words
The method according to claim 1 in which 2-methyl-4,5-dimethoxybenzaldehyde is reacted with β-anilinopropionitrile to prepare β-anilino-α-2-methyl-4,5-dimethoxybenzylacrylonitrile.
Claim 13
Dependent Claim
16 words
The method according to claim 1 in which 3,4-dimethoxy-5-bromobenzaldehyde is reacted with β-anilinopropionitrile to prepare β-anilino-α-3,4-dimethoxy-5-bromobenzylacrylonitrile.
References Cited (Backward Citations)
GB957797A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-04-13 | 1979-10-13 | 1980-04-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-13 | 1983-10-13 | 1984-04-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-13 | 1987-10-13 | 1988-04-13 | $7700.00 | Window Closed / Lapsed |