公开(公告)号：DE2852486A1

公开(公告)日：1980-06-19

申请号：DE2852486

申请日：1978-12-05

Applicant: BASF AG

Inventor： HAGEN HELMUT DIPL ING DR ,  KANTLEHNER WILLI PROF DIPL CHE ,  HAUG ERWIN PROF DIPL CHEM DR

IPC: C07D295/195 ,  C07C121/84 ,  C07D403/06

Abstract: New 1,2-dicyano-1-amino-2-(aminomethyleneamino) ethylene derivs. are cpds. of formula (I). In (I), R1 and R2 are (cyclo)aliphatic, araliphatic or aromatic residues for NR1R2 is a heterocyclic residue. (I) are prepd. by reaction of HC(NR1R2)(OR3)CN (III) with HCN. In (III), R3 is a (cyclo)aliphatic residue. The reaction is carried out at -50 to 120 degrees C (pref. -20 to 30 degrees C), advantageously in an inert solvent. (I) are useful as intermediates for dyes and pesticides.

公开(公告)号：DE2711661A1

公开(公告)日：1978-09-21

申请号：DE2711661

申请日：1977-03-17

Applicant: BASF AG

Inventor： KANTLEHNER WILLI PROF DIPL CHE

IPC: C07D295/195 ,  C07C123/00

Abstract: In the prodn. of aminomethylene-formamidinium halides of formula (I), a formamide halide of formula (II) is reacted with an alkali, ammonium and/or alkaline earth cyanate and a formamide of formula (III), the cyanate being used in an amt. of 0.5-4 equiv. and (III) in an amt. of 0.5-10 mol. per mol. (II). In the formulae, R1-R4 are aliphatic, cycloaliphatic, araliphatic or aromatic residue, or NR1R2 and/or NR3R4= heterocyclic residue; and X is halogen. (I) are useful as intermediates for dyes, plant protection agents, and pharmaceuticals. Specific (I) include N,N-dimethyl-N'-(dimethylaminomethylene)-formamidinium chloride. In an example, this is prepd. by reacting dimethylformamide chloride with potassium cyanate in CHCl3 at 22 degrees C, then refluxing with dry DMF.

公开(公告)号：DE2829672A1

公开(公告)日：1980-01-24

申请号：DE2829672

申请日：1978-07-06

Applicant: BASF AG

Inventor： HAGEN HELMUT DIPL ING DR ,  KANTLEHNER WILLI PROF DIPL CHE

IPC: C07C255/26 ,  C07C121/453 ,  C07C120/00

Abstract: The parent patent described the prepn. of N- and O-substd. alpha-amino- alpha, alpha-dioxy acetonitriles of formula (R'O)2C(CN)NR22 (I) (where R' is an aliphatic or cycloaliphatic gp.; and each R2 is an aliphatic, cycloaliphatic, araliphatic or aromatic gp., or both R2 together with the N atom to which they are attached form a heterocyclic ring) from N- and O-substd. alpha-amino- alpha, alpha-dioxy carbonium salts. In this addn. (I) can be prepd. by reacting N- and O-substd. alpha-amino- alpha, alpha-dioxymethyl cpds. of formula (R'O)2C(R5)NR22 with acyl cyanides of formula R6 (CO)CN (III) (where R5 is OR' or (R2)2N; and R6 is an aromatic gp. when R5 is OR', or R6 is an aliphatic cycloaliphatic, araliphatic or aromatic gp. when R5 is R22N-. (I) are obtd. in good yields and purity and are intermediates in the prepn. of dyes, imino orthoesters, orthocarbonic acid esters, guanidinium salts and pesticides.

公开(公告)号：DE2826011A1

公开(公告)日：1980-01-03

申请号：DE2826011

申请日：1978-06-14

Applicant: BASF AG

Inventor： HAGEN HELMUT DIPL ING DR ,  KANTLEHNER WILLI PROF DIPL CHE ,  SPEH PETER DIPL CHEM DR

IPC: C07D295/023 ,  C07C87/20 ,  C07C85/22 ,  C07D403/06

公开(公告)号：DE2736403A1

公开(公告)日：1979-02-22

申请号：DE2736403

申请日：1977-08-12

Applicant: BASF AG

Inventor： KANTLEHNER WILLI PROF DIPL CHE ,  HAGEN HELMUTH DIPL CHEM DR

IPC: C07C121/38 ,  C07C120/00

Abstract: Trialkoxy- and tricycloalkoxy-acetonitriles having formula (R1O)3-C-CN,(I), (where R1 and opt. different aliphatic or cycloaliphatic gps.) are prepd. by reacting trialkoxy- or tricycloalkoxy-carbonium salts having formula (R1O)3C+X-, (II), (where X is the anion of a complex haloacid or cyanoacid) with an alkali cyanide or a 1,1-diamino-acetonitrile having formula R2R3N-CH(CN)-NR2R3, (III), (where the individual R2 and R3 gps. are opt. different aliphatic gps. and an R2 + R3 pair can form the members of a heterocyclic ring together with the N-atom to which they are attached). (I) are intermediates for prepn. of dyes, imino-ortho-esters, ortho-carbonic acid esters, guanidinium salts and pesticides. Pure (I) are obtd. in high yields.

公开(公告)号：DE2810607A1

公开(公告)日：1979-09-20

申请号：DE2810607

申请日：1978-03-11

Applicant: BASF AG

Inventor： HAGEN HELMUT DIPL ING DR ,  KANTLEHNER WILLI PROF DIPL CHE

IPC: C07C255/26 ,  C07C121/453 ,  C07C120/00

Abstract: Prepn. of 2-amino-2, 2-dialkoxyacetonitrile derivs. of formula (I) is carried out by mixing a carbonium salt of formula (II) with an alkali metal cyanide MCN and then reacting the mixt. at >=-4 degrees C for >=2 hr. (where each R1 is independently an aliphatic or cycloaliphatic gp.; each R2 is independently an aliphatic, cycloaliphatic, araliphatic or aromatic gp. or N(R2)2 is a heterocyclic ring; M is alkali metal; X is an anion of a complex halogen- or CN-contg. acid, e.g. SbCl6, FeCl4, AlCl4, BF4, ZnCl3, Fe(CN)6 or Co(CN)6). (I) are useful as intermediates for dyes, imino orthoesters, orthocarbonate esters, guanidinium salts and pesticides.

公开(公告)号：DE2752196A1

公开(公告)日：1979-06-07

申请号：DE2752196

申请日：1977-11-23

Applicant: BASF AG

Inventor： HAGEN HELMUT DIPL ING DR ,  KANTLEHNER WILLI PROF DIPL CHE

IPC: C07C255/26 ,  C07C121/453 ,  C07C120/00

Abstract: Prepn. of acetonitrile derivs. of formula (I) and certain new cpds. (I), are claimed: (where R1 is an aliphatic or cycloaliphatic gp.; each R4 is independently an aliphatic, cycloaliphatic, araliphatic or aromatic gp., or N(R4)2 is a heterocyclic ring; R5 is O R1 or N(R4)2). Cpds. (I; R5 = OR1 are prepd. by reacting a carbonium salt of formula (IIa) with a 1,1-diaminoacetonitrile of formula (III):(where X is a complex halide or cyanide anion; R2 and R3 are aliphatic gps. or NR2R3 is a heterocyclic gp.). Cpds. (I; R5 = N(R4)2) are prepd. by reacting a carbonium salt of formula (IIb) with an alkali metal cyanide: The new cpds. (I) are those where R1, R4 and R5 are defined as above, with the proviso that when R5 is OR1 and both R1 gps. are Et, at least one R4 gp. must be other than Me. (I) are useful as intermediates for dyes, imino-orthoesters, orthocarbonate esters, guanidinium salts and pesticides.

公开(公告)号：DE2716477A1

公开(公告)日：1978-10-26

申请号：DE2716477

申请日：1977-04-14

Applicant: BASF AG

Inventor： KANTLEHNER WILLI PROF DIPL CHE ,  HAGEN HELMUT DIPL ING DR

IPC: C07C129/12

Abstract: Prepn. of guanidinium salts of formula (I) comprises reacting thiourea R1R2N.CS.NR1R2 (II) and carbamoyl halide X.CO.NR3R4 (III). In the formulae, R1, R2, R3, R4 are each aliphatic, cycloaliphatic, araliphatic or aromatic gps.; or R1+R2 and/or R3 + R4 complete a heterocycle. R1 can also be H. X is halo. (I) can be reacted with BF3 to give the corresp. BF4 salts (IV) and these can in turn be reacted with the K salt of an acid to give other salts. (I), (IV) and (V) are useful as phase-transfer catalysts and intermediates for dyes, plant-protection agents, and pharmaceuticals. Provides simple, generally-applicable processes giving improved yields and product purity. In an example, hexamethylguanidinium chloride was made from tetramethylthiourea and dimethylcarbamoyl chloride.