GB619577A - Process for making 1:4-dicyanobutene - Google Patents

Process for making 1:4-dicyanobutene

Info

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
Application number
GB3680746A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB3680746A priority Critical patent/GB619577A/en
Publication of GB619577A publication Critical patent/GB619577A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic 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.
GB3680746A 1946-12-13 1946-12-13 Process for making 1:4-dicyanobutene Expired GB619577A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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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