The present invention relates to alanine N-acetic acid precursors of formula (i) COOM-CH(CH3)NH(CH2CN), wherein M is hydrogen (alanine N-monoacetonitrile), or (ii) COOM-CH(CH3)N(CH2CN)2, wherein 0 to 50% of all M is sodium or potassium and 50 to 100% of all M is hydrogen (alanine N,N-diacetonitrile and its partial sodium or potassium salts) comprising L-alanine to D-alanine in a range of from 75:25 to 50:50 (L:D), or (iii) COOM-CH(CH3)N(CH2CONH2)2, wherein M is hydrogen (alanine N,N-diacetamide), in the form of crystals, and relates to a process to prepare these precursors and their use, especially to give MGMA or MGDA.

Process for making a chelating agent according to the general formula (I),

R.sup.1CH(COOX.sup.1)N(CH.sub.2COOX.sup.1).sub.2(I)

wherein R.sup.1 is selected from hydrogen, C.sub.1-C.sub.4-alkyl, phenyl, benzyl, CH.sub.2OH, and CH.sub.2CH.sub.2COOX.sup.1, X.sup.1 is (M.sub.xH.sub.1-x), M being selected from alkali metal, x is in the range of from 0.6 to 1, said process comprising the following steps: (a) providing a solid, a slurry or a solution of a compound according to general formula (II a)

R.sup.1CH(COOX.sup.2)N(CH.sub.2CN).sub.2(II a) wherein X.sup.2 is (M.sub.yH.sub.1-y), M being selected from alkali metal, y is in the range of from zero to 1, (b) contacting said solid or slurry or solution with an aqueous solution of alkali metal hydroxide, wherein the molar ratio of alkali metal ions to nitrile groups is in the range of from 0.6:1 to 0.95:1, (c) reacting said compound according to general formula (II a) with said alkali metal hydroxide.

Process for making a chelating agent according to the general formula (I), R.sup.1CH(COOX.sup.1)N(CH2COOX.sup.1).sub.2 wherein R.sup.1 is selected from hydrogen, C.sub.1-C.sub.4-alkyl, phenyl, benzyl, CH.sub.2OH, and CH.sub.2CH.sub.2COOX.sup.1, X.sup.1 is (M.sub.H.sub.1), M being selected from alkali metal, x is in the range of from 0.6 to 1, said process comprising the following steps: (a) providing a solid, a slurry or a solution of a compound according to general formula (II a) R.sup.1CH(COOX.sup.2)N(CH.sub.2CN).sub.2 wherein X.sup.2 is (M.sub.yH.sub.1y), M being selected from alkali metal, y is in the range of from zero to 1, (b) contacting said solid or slurry or solution with an aqueous solution of alkali metal hydroxide, wherein the molar ratio of alkali metal ions to nitrile groups is in the range of from 0.6:1 to 0.95:1, (c) reacting said compound according to general formula (II a) with said alkali metal hydroxide.

The present invention is directed towards mixtures comprising (A) 90 to 99.999% by weight of racemic methyl glycine diacetic acid (MGDA) or of MGDA with predominantly the L-isomer in an enantiomeric excess of up to 9.5% or their respective mono-, di- or trialkali metal or mono-, di- or triammonium salts, and (B) in total 0.001 to 10% by weight of the diacetic acid derivative of aspartate as free acid or as mono-, di-, tri- or tetraalkali metal salt or as mono-, di-, tri- or tetraammonium salt, percent ages referring to the sum from (A) and (B).

A process for synthesizing an -amino acid compound of formula
HOOC(CH.sub.2).sub.r+2CH.sub.2NH.sub.2,
wherein 4r13 from a monounsaturated fatty nitrile compound of formula
CH.sub.2CH(CH.sub.2).sub.rCN
the process comprising: 1) a step of hydroformylation of the mono unsaturated fatty nitrile compound by reacting said nitrile with carbon monoxide and di hydrogen 5e-a5 to obtain a nitrile aldehyde compound of formula HOC(CH2)r+2-CN, then 2) a step of oxidation, in the presence of dioxygen, of the nitrile aldehyde compound to obtain a corresponding nitrile acid compound of formula HOOC(CH2)r+2-CN, and 3) a step of reduction of the nitrile acid compound to give an w-amino acid of formula
HOOC(CH.sub.2).sub.r+2CH.sub.2NH.sub.2.

A process for synthesizing an -amino acid compound of formula
HOOC(CH.sub.2).sub.r+2CH.sub.2NH.sub.2,
wherein 4r13 from a monounsaturated fatty nitrile compound of formula
CH.sub.2CH(CH.sub.2).sub.rCN
the process comprising: 1) a step of hydroformylation of the mono unsaturated fatty nitrile compound by reacting said nitrile with carbon monoxide and di hydrogen 5e-a5 to obtain a nitrile aldehyde compound of formula HOC(CH2)r+2-CN, then 2) a step of oxidation, in the presence of dioxygen, of the nitrile aldehyde compound to obtain a corresponding nitrile acid compound of formula HOOC(CH2)r+2-CN, and 3) a step of reduction of the nitrile acid compound to give an w-amino acid of formula
HOOC(CH.sub.2).sub.r+2CH.sub.2NH.sub.2.

The present disclosures are directed to processes for synthesizing (S)-2-(((S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)amino)-N-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1H-imidazol-4-yl)pentanamide (nirogacestat).

The present disclosures are directed to processes for synthesizing (S)-2-(((S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)amino)-N-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1H-imidazol-4-yl)pentanamide (nirogacestat).

Cure accelerators for anaerobic curable compositions, such as adhesives and sealants, are provided, and which are defined with reference to the compounds shown in structure I ##STR00001##
where A is CH.sub.2 or benzyl, R is C.sub.1-10 alkyl, R is H or C.sub.1-10 alkyl, or R and R taken together may form a four to seven membered ring fused to the benzene ring, R is optional, but when R is present, R is halogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, hydroxyalkenyl, alkoxy, amino, alkylene- or alkenylene-ether, alkylene (meth)acrylate, carbonyl, carboxyl, nitroso, sulfonate, hydroxyl or haloalkyl, and EWG is as shown, an electron withdrawing group, such as nitro, nitrile, carboxylate or trihaloalkyl.

Cure accelerators for anaerobic curable compositions, such as adhesives and sealants, are provided, and which are defined with reference to the compounds shown in structure I ##STR00001##
where A is CH.sub.2 or benzyl, R is C.sub.1-10 alkyl, R is H or C.sub.1-10 alkyl, or R and R taken together may form a four to seven membered ring fused to the benzene ring, R is optional, but when R is present, R is halogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, hydroxyalkenyl, alkoxy, amino, alkylene- or alkenylene-ether, alkylene (meth)acrylate, carbonyl, carboxyl, nitroso, sulfonate, hydroxyl or haloalkyl, and EWG is as shown, an electron withdrawing group, such as nitro, nitrile, carboxylate or trihaloalkyl.