GB619577A - Process for making 1:4-dicyanobutene - Google Patents
Process for making 1:4-dicyanobuteneInfo
- Publication number
- GB619577A GB619577A GB3680746A GB3680746A GB619577A GB 619577 A GB619577 A GB 619577A GB 3680746 A GB3680746 A GB 3680746A GB 3680746 A GB3680746 A GB 3680746A GB 619577 A GB619577 A GB 619577A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxybutene
- cyano
- dicyanobutene
- prepared
- hydrogen cyanide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1 : 4-Dicyanobutene is prepared by the reaction in the presence of a copper compound of hydrogen cyanide and a compound of the formula CH2R-CHR1CH=CH2 where R and R1 may be OH, CN, halogen or together may be oxygen and may be the same or different provided both are not halogen or CN. The product 1 : 4-dicyanobutene may be reduced to hexamethylene diamine. In examples (1) 1 : 2-epoxybutene-3 reacts with hydrogen cyanide in the presence of cuprous chloride to give 1 : 4-dicyanobutene and (2) 1 : 2-dihydroxybutene-3; (3) 1-cyano-2-hydroxybutene-3; (4) 2-cyano-1-hydroxybutene-3 and (5) 1-chloro-2-hydroxybutene-3 or 1-hydroxy-2-chlorobutene-3 react as in (1) to give the same product. 1-Cyano-2-hydroxybutene-3 is prepared by the reaction of hydrogen cyanide on 1 : 2-epoxybutene-3 in an aqueous suspension of calcium hydroxide. 2-Cyano-1-hydroxybutene-3 is prepared by the action of sodium cyanide on 2-chloro-1-hydroxybutene-3 in aqueous alcohol. The Provisional Specification states that R and R1 may be -O Acyl groups.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3680746A GB619577A (en) | 1946-12-13 | 1946-12-13 | Process for making 1:4-dicyanobutene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3680746A GB619577A (en) | 1946-12-13 | 1946-12-13 | Process for making 1:4-dicyanobutene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB619577A true GB619577A (en) | 1949-03-11 |
Family
ID=10391328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3680746A Expired GB619577A (en) | 1946-12-13 | 1946-12-13 | Process for making 1:4-dicyanobutene |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB619577A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2646443A (en) * | 1951-05-15 | 1953-07-21 | Libbey Owens Ford Glass Co | Method of producing 1, 4-dicyano-2-butene |
| US2735863A (en) * | 1956-02-21 | Chz cn |
-
1946
- 1946-12-13 GB GB3680746A patent/GB619577A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2735863A (en) * | 1956-02-21 | Chz cn | ||
| US2646443A (en) * | 1951-05-15 | 1953-07-21 | Libbey Owens Ford Glass Co | Method of producing 1, 4-dicyano-2-butene |
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