GB679202A - Improvements in or relating to the production of 5-nitrofuran derivatives - Google Patents

Improvements in or relating to the production of 5-nitrofuran derivatives

Info

Publication number
GB679202A
GB679202A GB27962/49A GB2796249A GB679202A GB 679202 A GB679202 A GB 679202A GB 27962/49 A GB27962/49 A GB 27962/49A GB 2796249 A GB2796249 A GB 2796249A GB 679202 A GB679202 A GB 679202A
Authority
GB
United Kingdom
Prior art keywords
nitration
methyl
nitric acid
specific gravity
temperature
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
GB27962/49A
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.)
Eaton Laboratories Inc
Original Assignee
Eaton Laboratories Inc
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 Eaton Laboratories Inc filed Critical Eaton Laboratories Inc
Priority to GB27962/49A priority Critical patent/GB679202A/en
Publication of GB679202A publication Critical patent/GB679202A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Abstract

In a process of nitrating furan compounds by means of nitric acid having a specific gravity not less than 1.42 and acetic anhydride to give an intermediate which is converted to the 5-nitrofuran compound, the process is characterised by the feature that the nitration mixture without isolation is diluted with water, preferably with 1-3 volumes of ice water, and the pH is adjusted to within the range 1.79-4.66, preferably to 3.7, by the addition of a base, preferably trisodium phosphate, and the temperature is maintained at 25 DEG to 60 DEG C., preferably about 55 DEG C. It is preferred that the nitration mixture is prepared by use of concentrated nitric acid, e.g. specific gravity 1.42, and at a temperature of between 0 DEG and 50 DEG C. In examples, there is described the nitration under the above conditions of (1) and (2) pure furfural (yielding 5-nitrofurfural diacetate), (3) furfuryl propionate, and (4) methyl furoate. Samples have been filed under Sect. 2 (5) of the products obtained by nitration under the conditions of the invention of (1) methyl-2-furyl ketone, (2) 2-furfuryl-methyl ether and (3) 2-methylfuran.
GB27962/49A 1949-11-01 1949-11-01 Improvements in or relating to the production of 5-nitrofuran derivatives Expired GB679202A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB27962/49A GB679202A (en) 1949-11-01 1949-11-01 Improvements in or relating to the production of 5-nitrofuran derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB27962/49A GB679202A (en) 1949-11-01 1949-11-01 Improvements in or relating to the production of 5-nitrofuran derivatives

Publications (1)

Publication Number Publication Date
GB679202A true GB679202A (en) 1952-09-17

Family

ID=10268063

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27962/49A Expired GB679202A (en) 1949-11-01 1949-11-01 Improvements in or relating to the production of 5-nitrofuran derivatives

Country Status (1)

Country Link
GB (1) GB679202A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1154487B (en) * 1959-02-20 1963-09-19 Norwich Pharma Co Process for the preparation of 5-nitrofuryl- (2) -methylketone

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1154487B (en) * 1959-02-20 1963-09-19 Norwich Pharma Co Process for the preparation of 5-nitrofuryl- (2) -methylketone

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