GB448469A - Manufacture of water-soluble salts of imidoethers, imidothioethers or amidines - Google Patents

Manufacture of water-soluble salts of imidoethers, imidothioethers or amidines

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Publication number
GB448469A
GB448469A GB35830/34A GB3583034A GB448469A GB 448469 A GB448469 A GB 448469A GB 35830/34 A GB35830/34 A GB 35830/34A GB 3583034 A GB3583034 A GB 3583034A GB 448469 A GB448469 A GB 448469A
Authority
GB
United Kingdom
Prior art keywords
derived
hydrochloride
fatty acid
mixture
nitrile
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
GB35830/34A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB448469A publication Critical patent/GB448469A/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Water soluble salts of imidoethers, imidothioethers and amidines are obtained by causing a mixture of at least two aliphatic or cycloaliphatic nitriles, at least one of which contains more than eight carbon atoms, to react in the presence of an acid with a compound of the general formula R.X in which R is an alkyl, aryl or hydroaryl radicle and R is OH, SH, NH2 or NHAlkyl. Water soluble salts of amidines are also obtained by causing a salt of an imidoether to react with ammonia or a primary or secondary amine. In examples: (1) a nitrile mixture prepared catalytically from commercial stearic acid and ammonia is reacted with hydrochloric acid and (a) butylalcohol to give an imidobutylether hydrochloride, (b) ethylmercaptan to give an imidothioether hydrochloride and (c) butylamine to give an amidine hydrochloride; (2) a nitrile mixture prepared from coconut fatty acid is reacted with ethylalcohol and hydrochloric acid; (3) the imidoethylether hydrochloride prepared according to example 2, is treated with ammonia to give an amidine hydrochloride. The products are stated to be finishing agents for textiles. Samples have been furnished under Sect. 2 (5) as follows: (1) the imidobutyletherhydrochloride of example 1; (2) the product obtained by reacting a fraction of a nitrile mixture derived from palm nut oil fatty acid with the reaction product of ethylenechlorhydrin and hydrogen chloride; (3) the imidomethylether hydrochloride derived from a palm oil fatty acid nitrile mixture; (4) an amidine hydrochloride derived from an imidoethyletherhydrochloride obtained from commercial stearic acid nitrile by reaction with a polyethylenepolyamine; (5) the amidinehydrochloride obtained by reacting with ammonia the imidomethyletherhydrochloride derived from a coconut oil fatty acid nitrile mixture; (6) the amidine hydrochloride obtained by reacting with ammonia the imidomethyletherhydrochloride derived from a mixture of nitriles obtained from carboxylicacids resulting from the oxidation of paraffin; (7) the formate derived from the amidine hydrochloride of sample 4; (8) the amidine hydrochloride obtained from the imidobutyletherhydrochloride of example 1 and ethylenediamine; (9) the oxalate derived from the amidine hydrochloride of sample 6; (10) the amidine hydrochloride obtained by reacting the imidobutyletherhydrochloride of example 1 with diethylamine; (11) the diethylaminoethylamidinehydrochloride derived from the imidomethylether hydrochloride obtained from a mixture of commercial stearic acid nitriles and diethylethylenediamine; (12) the imidoethylthioetherhydrochloride derived from palm oil fatty acid nitriles; (13) the amidine hydrochloride prepared by reacting aniline with the imidoethyletherhydrochloride derived from nitriles corresponding to the carboxylicacids obtained by oxidizing paraffin; (14) the imidocyclohexylether hydrochloride derived from palm oil fatty acid nitriles. The Specification as open to inspection under Sect. 91 comprises also the use of compounds RX in which R is a heterocyclic radicle and X is as above defined. Tetrahydrofurfuryl alcohol, octadecylalcohol, glycol, glycerol, phenol, benzylalcohol, cresol, dibutylamine, dodecylamine, glucamine, mono- and di-ethanolamines, phenylenediamine, urea, amides and urethanes are further examples of suitable components which may be used. In additional detailed examples: (1) an imidomethylether hydrochloride is prepared from a nitrile mixture derived from palm oil fatty acid; (2) an imidopropyletherhydrochloride is prepared from a fraction of a nitrile mixture derived from palm oil fatty acid; (3) an imidoethyletherhydrobromide is prepared from a mixture of palmitic nitrile with a -ethylhexylcyanide; (4) an amidine hydrochloride is obtained by treating with diethylenetriamine an imidomethyletherhydrochloride prepared from coconut fatty acid nitrile. This subject-matter does not appear in the Specification as accepted.
GB35830/34A 1933-12-13 1934-12-13 Manufacture of water-soluble salts of imidoethers, imidothioethers or amidines Expired GB448469A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE448469X 1933-12-13

Publications (1)

Publication Number Publication Date
GB448469A true GB448469A (en) 1936-06-09

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ID=6538135

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35830/34A Expired GB448469A (en) 1933-12-13 1934-12-13 Manufacture of water-soluble salts of imidoethers, imidothioethers or amidines

Country Status (1)

Country Link
GB (1) GB448469A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3932492A (en) * 1973-11-14 1976-01-13 Kao Soap Co., Ltd. Process for preparing new amidine compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3932492A (en) * 1973-11-14 1976-01-13 Kao Soap Co., Ltd. Process for preparing new amidine compounds

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