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1.发明授权Enzymatic conversion of .alpha.-hydroxynitriles to the corresponding .alpha . 失效α-羟基腈向相应的α-羟基酰胺，酸或酸式盐的酶转化
公开(公告)号：US5866379A
公开(公告)日：1999-02-02
申请号：US790675
申请日：1997-01-28
申请人： Richard P. Burlingame , James R. Millis , Fernando Sanchez-Riera , Thomas F. Blackburn , Alan D. Grund
发明人： Richard P. Burlingame , James R. Millis , Fernando Sanchez-Riera , Thomas F. Blackburn , Alan D. Grund
CPC分类号： C12R1/01 , C12P11/00 , C12P13/02 , C12P7/42 , Y10S435/822
摘要： Enzymes derived from the isolated and substantially purified microorganisms of the present invention, designated herein as strains 52 and 56wt, are capable of hydrating nitriles such as 2-hydroxy-4-(methylthio)-butanenitrile (HMB-nitrile) to their corresponding amides, and further, of hydrolyzing amides such as 2-hydroxy-4-(methylthio)-butaneamide (HMB-amide) to their corresponding carboxylic acids. Advantageously, the nitrile hydratase of these strains is not substantially inhibited by the .alpha.-hydroxybutyramide product being formed; rather, this enzyme maintains the ability to hydrate an .alpha.-hydroxybutyronitrile to its corresponding amide even at high amide concentrations, including at saturating amide conditions. As such, enzymes derived from strains 52 and 56wt are particularly suited for commercial use in preparing agrichemical intermediates such as HMB-amide. HMB-amide may, in turn, be hydrolyzed through traditional or enzymatic conversion methods to form HMB-acid or salts thereof, which are useful as methionine substitutes in feeds for domestic animals.
摘要翻译： 衍生自本发明的分离和基本纯化的微生物的酶，其在本文中称为菌株52和56wt，能够将腈如2-羟基-4-（甲硫基）丁腈（HMB-腈）水合至其相应的酰胺， 此外，将酰胺如2-羟基-4-（甲硫基） - 丁酰胺（HMB-酰胺）水解成其相应的羧酸。 有利地，这些菌株的腈水合酶基本上不被形成的α-羟基丁酰胺产物抑制; 相反，该酶保持即使在高酰胺浓度（包括在饱和酰胺条件下）将α-羟基丁腈水解成其相应的酰胺的能力。 因此，源自菌株52和56wt的酶特别适用于制备农药中间体如HMB-酰胺的商业用途。 HMB-酰胺又可以通过传统的或酶促转化方法水解形成HMB-酸或其盐，它们可用作家畜饲料中的甲硫氨酸替代物。
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2.发明授权Process for the preparation of 3-(methylthio) propanal and 2-hydroxy-4-(methylthio) butanenitrile 失效制备3-（甲硫基）丙醛和2-羟基-4-（甲硫基）丁腈的方法
公开(公告)号：US5663409A
公开(公告)日：1997-09-02
申请号：US476356
申请日：1995-06-07
IPC分类号： C07C319/18 , C07C319/20 , C07C323/22 , C07C323/60 , C07C253/30 , C07C253/00
CPC分类号： C07C319/20 , C07C319/18
摘要： Catalytic processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile using novel addition catalysts are disclosed. The novel addition catalysts include: nicotinamide, imidazole, benzimidazole, 2-fluoropyridine, poly-4-vinylpyridine, 4-dimethylaminopyridine, picoline and pyrazine.
摘要翻译： 公开了使用新型加成催化剂制备3-（甲硫基）丙醛和2-羟基-4-（甲硫基）丁腈的催化方法。 新型加成催化剂包括：烟酰胺，咪唑，苯并咪唑，2-氟吡啶，聚-4-乙烯基吡啶，4-二甲基氨基吡啶，甲基吡啶和吡嗪。
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公开(公告)号：US06166250A
公开(公告)日：2000-12-26
申请号：US165806
申请日：1998-10-02
IPC分类号： A23K1/16 , B01J14/00 , B01J19/18 , B01J19/24 , C07C319/18 , C07C319/20 , C07C323/52 , C07C323/60 , C07C51/42 , C07C381/00
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185 , C07C319/18 , C07C319/20 , C07C323/52 , C07C323/60
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid which includes introducing sulfuric acid into a first reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the first reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the first reactor to produce an intermediate aqueous hydrolysis solution containing 2-hydroxy-4-methylthiobutanamide. The intermediate aqueous hydrolysis solution is continuously introduced into a plug flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the plug flow reactor to produce an aqueous hydrolyzate product solution containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product solution.
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公开(公告)号：US5998664A
公开(公告)日：1999-12-07
申请号：US876011
申请日：1997-06-13
IPC分类号： A23K1/16 , B01J14/00 , B01J19/18 , B01J19/24 , C07C319/18 , C07C319/20 , C07C323/52 , C07C323/60 , C07C51/42 , C07C381/00
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , C07C319/18 , C07C319/20 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid which includes introducing sulfuric acid into a first reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the first reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the first reactor to produce an intermediate aqueous hydrolysis solution containing 2-hydroxy-4-methylthiobutanamide. The intermediate aqueous hydrolysis solution is continuously introduced into a plug flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the plug flow reactor to produce an aqueous hydrolyzate product solution containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product solution.
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5.发明授权Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof 有权用于制备2-羟基-4-甲硫基丁酸或其盐的连续水解方法公开(公告)号：US06531101B2
公开(公告)日：2003-03-11
申请号：US09750584
申请日：2000-12-28
IPC分类号： B01J800
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , B01J19/2465 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185 , C07C319/20 , C07C323/60 , C07C323/52
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid or a salt thereof which includes introducing an aqueous mineral acid into a nitrile hydrolysis reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the nitrile hydrolysis reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the nitrile hydrolysis reactor to produce a nitrile hydrolysis reactor product stream containing 2-hydroxy-4-methylthiobutanamide. The nitrile hydrolysis reactor product stream is continuously introduced into an amide hydrolysis flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the amide hydrolysis flow reactor to produce an aqueous hydrolyzate product containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product.
摘要翻译： 一种用于制备2-羟基-4-甲硫基丁酸或其盐的连续方法，其包括将无机酸水溶液引入腈水解反应器，包括连续搅拌釜反应器并将2-羟基-4-甲硫基丁腈引入腈水解 反应堆。 在腈水解反应器内不断水解2-羟基-4-甲硫基丁腈，生成含有2-羟基-4-甲硫基丁酰胺的腈水解反应器产物流。 将腈水解反应器产物流连续引入酰胺水解流反应器。 2-氨基-4-甲硫基丁酰胺在酰胺水解流反应器内连续水解，得到含有2-羟基-4-甲硫基丁酸的含水解产物。 从水解产物水溶液中回收2-羟基-4-甲硫基丁酸。
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6.发明授权Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof 有权用于制备2-羟基-4-甲硫基丁酸或其盐的连续水解方法公开(公告)号：US06268531B1
公开(公告)日：2001-07-31
申请号：US09165819
申请日：1998-10-02
IPC分类号： C07C5142
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , B01J19/2465 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185 , C07C319/20 , C07C323/60 , C07C323/52
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid or a salt thereof which includes introducing an aqueous mineral acid into a nitrile hydrolysis reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the nitrile hydrolysis reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the nitrile hydrolysis reactor to produce a nitrile hydrolysis reactor product stream containing 2-hydroxy-4-methylthiobutanamide. The nitrile hydrolysis reactor product stream is continuously introduced into an amide hydrolysis flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the amide hydrolysis flow reactor to produce an aqueous hydrolyzate product containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product.
摘要翻译： 一种用于制备2-羟基-4-甲硫基丁酸或其盐的连续方法，其包括将无机酸水溶液引入腈水解反应器，包括连续搅拌釜反应器并将2-羟基-4-甲硫基丁腈引入腈水解 反应堆。 在腈水解反应器内连续水解2-羟基-4-甲硫基丁腈，生成含有2-羟基-4-甲硫基丁酰胺的腈水解反应器产物流。 将腈水解反应器产物流连续引入酰胺水解流反应器。 2-氨基-4-甲硫基丁酰胺在酰胺水解流反应器内连续水解，得到含有2-羟基-4-甲硫基丁酸的含水解产物。 从水解产物水溶液中回收2-羟基-4-甲硫基丁酸。
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7.发明授权Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanioc acid or salts thereof 失效用于制备2-羟基-4-甲硫基丁酸或其盐的连续水解方法
公开(公告)号：US5856567A
公开(公告)日：1999-01-05
申请号：US647161
申请日：1996-05-21
IPC分类号： A23K1/16 , B01J14/00 , B01J19/18 , B01J19/24 , C07C319/18 , C07C319/20 , C07C323/52 , C07C323/60 , C07C381/00 , C07C51/42
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , C07C319/18 , C07C319/20 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid or a salt thereof which includes introducing an aqueous mineral acid into a nitrile hydrolysis reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the nitrile hydrolysis reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the nitrile hydrolysis reactor to produce a nitrile hydrolysis reactor product stream containing 2-hydroxy-4-methylthiobutanamide. The nitrile hydrolysis reactor product stream is continuously introduced into an amide hydrolysis flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the amide hydrolysis flow reactor to produce an aqueous hydrolyzate product containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product.
摘要翻译： 一种用于制备2-羟基-4-甲硫基丁酸或其盐的连续方法，其包括将无机酸水溶液引入腈水解反应器，包括连续搅拌釜反应器并将2-羟基-4-甲硫基丁腈引入腈水解 反应堆。 在腈水解反应器内不断水解2-羟基-4-甲硫基丁腈，生成含有2-羟基-4-甲硫基丁酰胺的腈水解反应器产物流。 将腈水解反应器产物流连续引入酰胺水解流反应器。 2-氨基-4-甲硫基丁酰胺在酰胺水解流反应器内连续水解，得到含有2-羟基-4-甲硫基丁酸的含水解产物。 从水解产物水溶液中回收2-羟基-4-甲硫基丁酸。
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8.发明授权Continuous hydrolysis process for the preparation of 2-hydroxy-4-methylthiobutanoic acid 失效用于制备2-羟基-4-甲硫基丁酸的连续水解方法公开(公告)号：US06458997B2
公开(公告)日：2002-10-01
申请号：US09748067
申请日：2000-12-22
IPC分类号： C07C5142
CPC分类号： B01J19/1837 , A23K20/105 , B01J14/00 , B01J19/18 , B01J19/1862 , B01J19/1881 , B01J19/24 , B01J19/243 , B01J19/2435 , B01J19/245 , B01J2219/00013 , B01J2219/00033 , B01J2219/00063 , B01J2219/00094 , B01J2219/00099 , B01J2219/00103 , B01J2219/0011 , B01J2219/00166 , B01J2219/185 , C07C319/18 , C07C319/20 , C07C323/52 , C07C323/60
摘要： A continuous process for the preparation of 2-hydroxy-4-methylthiobutanoic acid which includes introducing sulfuric acid into a first reactor including a continuous stirred tank reactor and introducing 2-hydroxy-4-methylthiobutanenitrile into the first reactor. 2-hydroxy-4-methylthiobutanenitrile is continually hydrolyzed within the first reactor to produce an intermediate aqueous hydrolysis solution containing 2-hydroxy-4-methylthiobutanamide. The intermediate aqueous hydrolysis solution is continuously introduced into a plug flow reactor. 2-hydroxy-4-methylthiobutanamide is continually hydrolyzed within the plug flow reactor to produce an aqueous hydrolyzate product solution containing 2-hydroxy-4-methylthiobutanoic acid. 2-hydroxy-4-methylthiobutanoic acid is recovered from the aqueous hydrolyzate product solution.
摘要翻译： 一种用于制备2-羟基-4-甲硫基丁酸的连续方法，其包括将硫酸引入到包括连续搅拌釜反应器的第一反应器中并将2-羟基-4-甲硫基丁腈引入第一反应器中。 2-羟基-4-甲硫基丁腈在第一反应器内连续水解，得到含有2-羟基-4-甲硫基丁酰胺的中间水解水解溶液。 将中间水解水溶液连续引入活塞流反应器。 2-羟基-4-甲硫基丁酰胺在活塞流反应器内连续水解，生成含有2-羟基-4-甲硫基丁酸的含水解产物溶液。 从水解产物水溶液中回收2-羟基-4-甲基硫代丁酸。
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9.发明授权Processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile 失效制备3-（甲硫基）丙醛和2-羟基-4-（甲硫基）丁腈的方法
公开(公告)号：US5705675A
公开(公告)日：1998-01-06
申请号：US581249
申请日：1995-12-29
IPC分类号： C07C319/18 , C07C319/20 , C07C323/22 , C07C323/60 , C07C253/00 , C07C253/30
CPC分类号： C07C319/20 , C07C319/18
摘要： Described herein is a catalytic processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile using novel addition catalysts are disclosed. The novel addition catalysts include: triisopropanolamine, nicotinamide, imidazole, benzimidazole, 2-fluoropyridine, poly-4-vinylpyridine, 4-dimethylaminopyridine, picoline, pyrazine, trialkylamines having from three to eighteen carbon atoms in each of the alkyl substituents bonded to the nitrogen atom and tertiary amines having the formula ##STR1## wherein A is aryl, R.sub.1 and R.sub.2 are alkyl and x, a, b and c are integers such that 0.ltoreq.x.ltoreq.3, 1.ltoreq.a.ltoreq.3, 0.ltoreq.b.ltoreq.2, 0.ltoreq.c.ltoreq.2 provided that a+b+c=3.
摘要翻译： 本文描述了使用新型加成催化剂制备3-（甲硫基）丙醛和2-羟基-4-（甲硫基）丁腈的催化方法。 该新型加成催化剂包括：三异丙醇胺，烟酰胺，咪唑，苯并咪唑，2-氟吡啶，聚-4-乙烯基吡啶，4-二甲基氨基吡啶，甲基吡啶，吡嗪，在每个与氮键合的烷基取代基中具有3至18个碳原子的三烷基胺 具有式“IMAGE”的原子和叔胺其中A是芳基，R 1和R 2是烷基，x，a，b和c是整数，使得0≤x≤3,1， 3，0
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