GB292615A - - Google Patents

Info

Publication number
GB292615A
GB292615A GB18191/28A GB1819128A GB292615A GB 292615 A GB292615 A GB 292615A GB 18191/28 A GB18191/28 A GB 18191/28A GB 1819128 A GB1819128 A GB 1819128A GB 292615 A GB292615 A GB 292615A
Authority
GB
United Kingdom
Prior art keywords
alpha
product
gamma
chloride
amino group
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
GB18191/28A
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 GB292615A publication Critical patent/GB292615A/en
Expired legal-status Critical Current

Links

Landscapes

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

Abstract

292,615. I. G. Farbenindustrie Akt.- Ges. June 23, 1927, [Convention date]. Void [Published under Sect. 91 of the Acts]. Aliphatic diamines, containing one secondary and one primary, secondary or tertiary amino group, are prepared by treating a secondary aromatic amine or nuclear-substitution derivative thereof with an aminoalkyl halide, and splitting off the aryl residue from the product. The amino substituent of .the secondary aromatic amine may be an alkyl, hydroxyalkyl or aminoalkyl group. The aminoalkyl halide may contain a tertiary aliphatic amino group, or a primary or secondary aliphatic amino group substituted by an aryl or arylidene group which is subsequently removed. The splitting off of the aryl residue may be effected by producing a p-nitroso compound or other compound containing a negative substituent, and decomposing the product to liberate the amine by means, for example, of alkali. The products are useful as drugs or as intermediates for the manufacture of drugs and dyestuffs. According to the examples (1) N-methyldiethylaminoethylaniline, obtained from monomethylaniline and diethylaminoethyl chloride, is treated in cold hydrochloric acid solution with sodium nitrite, and to the resulting nitroso compound sodium bisulphite solution is slowly run in; after standing some hours, caustic soda is added and the alpha-diethylamino-#-methylaminoethane distilled in steam; in an analogous manner as-triethylethylenediamine is obtained from N-ethyldiethylaminoethylaniline; (2) monomethylaniline is treated with alpha-dimethylamino-gamma-methylpropyl chloride and from the product, alpha-dimethylaminogamma-methylaminobutane is split off by the process of the preceding example; in the same way alpha-dimethylamino-#-methyl-gamma-methylaminobutane is split off from the product of reaction of monoethylaniline and alpha-dimetbylamino-#gamma-dimethylpropyl chloride, and a-diethylamino-#-diethylaminoethylaminoethane from the product of reaction of N-diethylaminoethylaniline and diethylaminoethyl chloride
GB18191/28A 1927-06-23 1928-06-22 Expired GB292615A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE292615T 1927-06-23

Publications (1)

Publication Number Publication Date
GB292615A true GB292615A (en) 1929-07-18

Family

ID=31894027

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18191/28A Expired GB292615A (en) 1927-06-23 1928-06-22

Country Status (1)

Country Link
GB (1) GB292615A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2762697A (en) * 1951-06-23 1956-09-11 Monsanto Chemicals N-(alkylmercaptoalkyl) polyamine herbicides
DE1128861B (en) * 1958-07-04 1962-05-03 Davis & Company Process for the preparation of thioxanthone derivatives
JP2003514888A (en) * 1999-11-25 2003-04-22 ビーエーエスエフ アクチェンゲゼルシャフト Method for producing optically active amine

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2762697A (en) * 1951-06-23 1956-09-11 Monsanto Chemicals N-(alkylmercaptoalkyl) polyamine herbicides
DE1128861B (en) * 1958-07-04 1962-05-03 Davis & Company Process for the preparation of thioxanthone derivatives
JP2003514888A (en) * 1999-11-25 2003-04-22 ビーエーエスエフ アクチェンゲゼルシャフト Method for producing optically active amine
JP4776846B2 (en) * 1999-11-25 2011-09-21 ビーエーエスエフ ソシエタス・ヨーロピア Method for producing optically active amine

Similar Documents

Publication Publication Date Title
US2402538A (en) Manufacture of coloring matters
GB292615A (en)
US2387873A (en) Secondary diamines
US2278202A (en) Manufacture of 3-aryl-aminotetrahydrofuranes
US3187049A (en) Process for the preparation of aminomethyl-phenols
Hodgson et al. 260. The replacement of the diazonium by the nitro-group. Part III. Decompositions by cupro-cupri sulphite
US1591384A (en) Manufacture of diaminodiaryldialkylmethanes
GB262987A (en) Process for producing fast printings
US1431470A (en) Manufacture and production of n-monoalkyl derivatives of aromatic compounds
GB298234A (en) Process for the manufacture of derivatives of aminoaryl antimony compounds
GB310832A (en) Manufacture of hydrogenated hydroxy derivatives of the diphenyl series
US1986411A (en) Purification of n-mono-ethyl aromatic amines of the benzene series
US1616378A (en) Vulcanization of rubber and the product thereof
GB313615A (en) Manufacture of condensation products from formaldehyde, thiourea and urea
GB314542A (en) Process for the manufacture of tri-substituted thioureas
GB255892A (en) A process for the production of organic arseno compounds
GB211245A (en) Improvements in and relating to the production of urea derivatives
GB318315A (en) The manufacture of ortho-hydroxy-benzyl-amine arsinic acids and their aroyl-derivatives
GB271818A (en) Improvements in processes of manufacturing vanillin
GB270840A (en) Manufacture of anthraquinone derivatives
GB421596A (en) Improvements in the manufacture and production of alkyl derivatives of ammonia
GB296327A (en) Manufacture of new substituted 4.4-dihydroxy-5:5-acylamino-arsenobenzenes
GB441978A (en) Manufacture of condensation products from primary aromatic amines and formaldehyde
GB279506A (en) Manufacture of diacidyl-derivatives of naphthalene and acenaphthene
GB532195A (en) Manufacture of anthraquinone derivatives