GB902306A - Production of nitrophenetoles - Google Patents

Production of nitrophenetoles

Info

Publication number
GB902306A
GB902306A GB1669959A GB1669959A GB902306A GB 902306 A GB902306 A GB 902306A GB 1669959 A GB1669959 A GB 1669959A GB 1669959 A GB1669959 A GB 1669959A GB 902306 A GB902306 A GB 902306A
Authority
GB
United Kingdom
Prior art keywords
nitrophenetole
nitrochlorobenzene
ethanol
reaction
conversion
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
GB1669959A
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.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical Co
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 Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB902306A publication Critical patent/GB902306A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Nitrophenetoles are prepared by heating together a nitrochlorobenzene, a caustic alkali and ethanol in the presence of a solvent comprising ethanol, discontinuing the reaction after substantial but less than the maximum possible conversion to the corresponding nitrophenetole has taken place, subjecting the resultant mixture of nitrochlorobenzene and the corresponding nitrophenetole to distillation under reduced pressure so as to separate a fraction containing substantially all the unchanged nitrochlorobenzene together with some nitrophenetole and recycling the fraction to a subsequent conversion step. The reaction is preferably carried out using caustic soda and 95% aqueous ethanol to an 85% conversion and then distilling the mixture at 180-200 DEG C. at 20-60 mms. pressure. The examples describe the preparation of the para and ortho isomers.
GB1669959A 1958-05-16 1959-05-15 Production of nitrophenetoles Expired GB902306A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US73567258A 1958-05-16 1958-05-16

Publications (1)

Publication Number Publication Date
GB902306A true GB902306A (en) 1962-08-01

Family

ID=24956729

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1669959A Expired GB902306A (en) 1958-05-16 1959-05-15 Production of nitrophenetoles

Country Status (1)

Country Link
GB (1) GB902306A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3737919A1 (en) * 1987-11-07 1989-05-18 Hoechst Ag METHOD FOR PRODUCING O-NITROPHENETOL
CN113200862A (en) * 2021-05-17 2021-08-03 安徽东至广信农化有限公司 Synthetic process of sodium p-nitrophenolate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3737919A1 (en) * 1987-11-07 1989-05-18 Hoechst Ag METHOD FOR PRODUCING O-NITROPHENETOL
US4954657A (en) * 1987-11-07 1990-09-04 Hoechst Aktiengesellschaft Process for the preparation of o-nitrophenetole
CN113200862A (en) * 2021-05-17 2021-08-03 安徽东至广信农化有限公司 Synthetic process of sodium p-nitrophenolate
CN113200862B (en) * 2021-05-17 2023-02-28 安徽东至广信农化有限公司 Synthetic process of sodium p-nitrophenolate

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