ES350986A1 - Process for the preparation of 2-alkoxy-5-n-(substituted or unsubstituted)-sulphamidobenzoic acids - Google Patents

Process for the preparation of 2-alkoxy-5-n-(substituted or unsubstituted)-sulphamidobenzoic acids

Info

Publication number
ES350986A1
ES350986A1 ES350986A ES350986A ES350986A1 ES 350986 A1 ES350986 A1 ES 350986A1 ES 350986 A ES350986 A ES 350986A ES 350986 A ES350986 A ES 350986A ES 350986 A1 ES350986 A1 ES 350986A1
Authority
ES
Spain
Prior art keywords
prepared
chlorosulphonyl
methoxy
nitrobenzene
nitro
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
ES350986A
Other languages
Spanish (es)
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.)
SCIENT ET IND D SOC ET
Original Assignee
SCIENT ET IND D SOC ET
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
Priority claimed from FR100123A external-priority patent/FR1532332A/en
Priority claimed from FR101151A external-priority patent/FR1524388A/en
Priority claimed from FR101843A external-priority patent/FR1525352A/en
Application filed by SCIENT ET IND D SOC ET filed Critical SCIENT ET IND D SOC ET
Publication of ES350986A1 publication Critical patent/ES350986A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/57—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
    • C07C309/59—Nitrogen analogues of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof

Abstract

The invention comprises compounds of the Formula I: in which A is an alkyl C 1 _ 5 or alkenyl radical C 1-5 and B is an amino or mono- or dialkylamino radical of low molecular weight C 1-5 in which the alkyl groups may be joined together by a -CH 2 - group or a N, O or S atom, to form a heterocycle having up to 5 carbon atoms, and the N atom may be linked to an alkyl group of low molecular weight C 1-5 , which may be prepared by treating a 2-alkoxy-5-chlorosulphonylnitrobenzene with ammonia or an amine, reducing the 2-alkoxy-5-N-(substituted or unsubstituted)-sulphamido-nitrobenzene formed, diazotizing the amino derivative formed and converting the diazo compound into a nitrile by the Sandmeyer method to obtain the nitrile I. This may subsequently be hydrolysed, if desired, to the acid. The preparations of 2- methoxy-5-sulphamido-benzonitrile, 2-ethoxy- 5 - dimethylsulphamido - benzonitrile and the corresponding benzoic acids are described. Heterocyclic ring systems defined by B include pyrrolidine, piperidine, imidazolidine, piperazine, morpholine or thiazolidine. p-Chlorosulphonyl-ethoxybenzene is prepared by treating ethoxybenzene with sulphuric chlorohydrin. 2 - Ethoxy - 5 - chlorosulphonyl-nitrobenzene is prepared by nitrating p-chlorosulphonyl-ethoxybenzene. 2 - Methoxy - 5 - chlorosulphonyl - nitrobenzene is prepared by treating the sodium or ammonium salt of 3-nitro-4-methoxy-benzene sulphonic acid with phosphorus pentachloride. Ammonium 3 - nitro - 4 - methoxybenzene sulphonite is prepared by reacting ammonia with 2 - methoxy - 5 - chlorosulphonyl - nitrobenzene which is prepared by reacting sulphuric chlorohydrin with 2-nitro anisole which is prepared by reacting o-nitrophenol with dimethyl sulphate. Sodium 3 - nitro - 4 - methoxybenzene sulphonate is prepared by reacting phenol with sulphuric acid and sodium nitrate.
ES350986A 1967-03-23 1968-02-27 Process for the preparation of 2-alkoxy-5-n-(substituted or unsubstituted)-sulphamidobenzoic acids Expired ES350986A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR100123A FR1532332A (en) 1967-03-23 1967-03-23 New process for preparing 2-alkoxy-5-sulfamido-benzoic acids
FR101151A FR1524388A (en) 1967-03-31 1967-03-31 New process for preparing 2-alkoxy-5-sulfamido-benzoic acids
FR101843A FR1525352A (en) 1967-04-06 1967-04-06 Process for preparing 2-alkoxy-5-sulfamido-benzoic acids

Publications (1)

Publication Number Publication Date
ES350986A1 true ES350986A1 (en) 1969-12-01

Family

ID=27243897

Family Applications (1)

Application Number Title Priority Date Filing Date
ES350986A Expired ES350986A1 (en) 1967-03-23 1968-02-27 Process for the preparation of 2-alkoxy-5-n-(substituted or unsubstituted)-sulphamidobenzoic acids

Country Status (10)

Country Link
BE (1) BE711978A (en)
CH (1) CH486431A (en)
ES (1) ES350986A1 (en)
GB (1) GB1204406A (en)
IE (1) IE31981B1 (en)
IL (1) IL29627A (en)
IT (1) IT1052281B (en)
MC (1) MC705A1 (en)
OA (1) OA02767A (en)
YU (3) YU32182B (en)

Also Published As

Publication number Publication date
YU277079A (en) 1982-10-31
YU36698B (en) 1984-08-31
IE31981B1 (en) 1973-03-07
CH486431A (en) 1970-02-28
OA02767A (en) 1970-12-15
IL29627A (en) 1972-03-28
YU32182B (en) 1974-06-30
YU117573A (en) 1982-06-18
GB1204406A (en) 1970-09-09
IE31981L (en) 1968-09-23
YU64668A (en) 1973-12-31
MC705A1 (en) 1968-12-17
IT1052281B (en) 1981-06-20
BE711978A (en) 1968-09-11

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