公开(公告)号：US3876685A

公开(公告)日：1975-04-08

申请号：US20391471

申请日：1971-12-01

Applicant: ALLIED CHEM

Inventor： PISANCHYN JOHN ,  FUHRMANN ROBERT ,  SIFNIADES STYLIANOS ,  TUNICK ALLEN ABRAHAM

IPC: C07C101/54

Abstract: Lysine is produced by a process comprising the steps of 1. Nitrating cyclohexanone to form 2-nitrocyclohexanone; 2. Nitrosating the 2-nitrocyclohexanone to form 2-nitro-6oximinocyclohexanone; 3. Ring opening the 2-nitro-6-oximinocyclohexanone in alcoholic base to form an ester of 2-oximino-6-nitrocaproic acid; 4. Hydrogenating the 2-oximino-6-nitro caproic acid alkyl ester to form an alkyl ester of lysine; and 5. Saponifying the lysine alkyl ester to afford lysine or a salt thereof.

公开(公告)号：US3862985A

公开(公告)日：1975-01-28

申请号：US39110073

申请日：1973-08-27

Applicant: ALLIED CHEM

Inventor： SIFNIADES STYLIANOS ,  FUHRMANN ROBERT ,  TUNICK ALLEN A

IPC: C07C237/00 ,  C07D207/28 ,  C07C103/00

CPC classification number: C07D207/28 ,  C07C237/00

Abstract: L-lysineamide dihydrochloride can be isolated by preparing the intermediate D- and L-lysineamide-L-pyrrolidone carboxylate hydrochloride salts which can be separated from alkanol solution by fractional crystallization. The L-lysineamide pyrrolidone carboxylate hydrochloride salt is then treated with excess hydrogen chloride to form the desired L-lysineamide dihydrochloride.

Abstract translation: 可以通过制备中间体D-和L-赖氨酰胺-L-吡咯烷酮羧酸盐酸盐盐分离L-赖氨酰胺二盐酸盐，其可以通过分级结晶与烷醇溶液分离。 然后用过量的氯化氢处理L-赖氨酰胺吡咯烷酮羧酸盐酸盐，形成所需的L-赖氨酰胺二盐酸盐。

公开(公告)号：US3681460A

公开(公告)日：1972-08-01

申请号：US3681460D

申请日：1969-08-25

Applicant: ALLIED CHEM

Inventor： PISANCHYN JOHN ,  FUHRMANN ROBERT ,  SIFNIADES STYLIANOS ,  TUNICK ALLEN ABRAHAM

IPC: C07C131/00

Abstract: Lysine is produced by a process comprising the steps of 1. Nitrating cyclohexanone to form 2-nitrocyclohexanone; 2. Nitrosating the 2-nitrocyclohexanone to form 2-nitro-6oximinocyclohexanone; 3. Ring opening the 2-nitro-6-oximinocyclohexanone in alcoholic base to form an ester of 2-oximino-6-nitrocaproic acid; 4. Hydrogenating the 2-oximino-6-nitro caproic acid alkyl ester to form an alkyl ester of lysine; and 5. Saponifying the lysine alkyl ester to afford lysine or a salt thereof.

Abstract translation: 赖氨酸通过包括以下步骤的方法制备：1.将环己酮硝化以形成2-硝基环己酮; 2.硝基化2-硝基环己酮形成2-硝基-6-肟基环己酮; 3.在醇基中打开2-硝基-6-肟基环己酮，形成2-肟基-6-硝基己酸的酯; 4.氢化2-肟基-6-硝基己酸烷基酯以形成赖氨酸的烷基酯; 皂化赖氨酸烷基酯以提供赖氨酸或其盐。

公开(公告)号：US3637816A

公开(公告)日：1972-01-25

申请号：US3637816D

申请日：1969-09-11

Applicant: ALLIED CHEM

Inventor： HONJOH MASAO L ,  SIFNIADES STYLIANOS

IPC: C07C205/40 ,  C08G69/44 ,  C07C67/04 ,  C07C69/14

CPC classification number: C07C205/40 ,  C08G69/44

Abstract: COMPOUNDS OF THE STRUCTURE:

R1-C(-O-AC)(-R2)-C(-R3)=C(-R4)-C(-R5)(-R6)-NO2

WHEREIN R1, R2, R3, R4, R5, AND R6 ARE INDEPENDENTLY HYDROGEN, A C1 TO C6 ALKYL RADICAL, OR A MONOCYCLIC OR C1 TO C4 ALKYL-SUBSTITUTED AROMATIC MOIETY ARE READILY PREPARED BY REACTION OF ACETYL NITRATE WITH CONJUGATED DIENES OF THE STRUCTURE:

R1-C(-R2)=C(-R3)-C(-R4)=C(-R5)-R6

COMPOUNDS OF STRUCTURE (I) CAN BE READILY TRANSFORMED INTO THE CORRESPONDING AMINOALKANOL DERIVATIVE.

公开(公告)号：US3464905A

公开(公告)日：1969-09-02

申请号：US3464905D

申请日：1967-02-14

Applicant: ALLIED CHEM

Inventor： FUHRMANN ROBERT ,  SIFNIADES STYLIANOS ,  LAZAR EMERY C

IPC: B01J19/08 ,  C07C3/24 ,  B01K1/00

CPC classification number: B01J19/088

公开(公告)号：US3929885A

公开(公告)日：1975-12-30

申请号：US37190873

申请日：1973-06-20

Applicant: ALLIED CHEM

Inventor： FUHRMANN ROBERT ,  SIFNIADES STYLIANOS ,  TUNICK ALLEN ABRAHAM

IPC: C07D317/72 ,  C07C131/02

CPC classification number: C07D317/72

Abstract: The nitrosation of Alpha -nitrocycloalkanones with alkyl nitrites, nitrogen oxides or nitrosyl halides is advantageously carried out utilizing liquid sulfur dioxide as a reaction solvent. Most advantageously, a strong acid catalyst is also present.

Abstract translation: 使用液体二氧化硫作为反应溶剂有利地进行α-亚硝基环烷酮与亚硝酸烷基酯，氮氧化物或亚硝酰卤的亚硝化反应。 最有利的是，还存在强酸催化剂。

公开(公告)号：US3922265A

公开(公告)日：1975-11-25

申请号：US43396774

申请日：1974-01-16

Applicant: ALLIED CHEM

Inventor： FUHRMANN ROBERT ,  TUNICK ALLEN A ,  SIFNIADES STYLIANOS

IPC: C07D223/12 ,  C07D211/56 ,  C07D211/76 ,  C07D223/10

CPC classification number: C07D211/56 ,  C07D211/76

Abstract: Alpha -amino- delta -valerolactam and Alpha -amino- Epsilon caprolactam are produced by contacting the corresponding Alpha aminocycloalkanone oxime or mineral acid salt thereof with liquid SO2 containing at least about 1 mole SO3 per mole Alpha aminocycloalkanone oxime until a two-phase system comprising a liquid SO2 phase and an insoluble lactam precursor phase is formed; separating the liquid SO2 phase from the insoluble phase containing the lactam precursor; hydrolyzing and neutralizing the insoluble lactam precursor phase and recovering the free lactam product.

Abstract translation: α-氨基-δ-戊内酰胺和α-氨基 - ε-己内酰胺是通过使相应的α-氨基环烷酮肟或其无机酸盐与每摩尔α-氨基环烷酮肟含有至少约1摩尔SO 3的液体SO 2接触， 形成包含液体SO 2相和不溶性内酰胺前体相的相体系; 将液体SO 2相从含有内酰胺前体的不溶相分离; 水解和中和不溶性内酰胺前体相并回收游离的内酰胺产物。

公开(公告)号：US3917684A

公开(公告)日：1975-11-04

申请号：US38373873

申请日：1973-07-30

Applicant: ALLIED CHEM

Inventor： SIFNIADES STYLIANOS ,  TUNICK ALLEN ABRAHAM

IPC: C07C227/18 ,  C07C20060101 ,  C07C229/26 ,  C07C99/08 ,  C07C101/24

CPC classification number: C07C229/24

Abstract: Lysine.2HCl is converted to lysine.HCl by neutralization and crystallization with ammonia in an organic solvent. After removal of the precipitated lysine.HCl, the solvent mixture containing NH4Cl, some lysine.HCl and organic solvent is fractionated to recycle the solvent and then acidified with hydrochloric acid to salt out a major portion of the NH4Cl. The remaining solution is then combined with a lysine precursor to produce lysine.2HCl. This novel method ensures virtually complete recovery of lysine from the processing system.

Abstract translation: 将赖氨酸2HCl通过中和转化成赖氨酸，并在有机溶剂中用氨结晶。 除去沉淀的赖氨酸HCl后，将含有NH 4 Cl，一些赖氨酸HCl和有机溶剂的溶剂混合物分馏以再循环溶剂，然后用盐酸酸化以将NH4Cl的主要部分盐析。 然后将剩余的溶液与赖氨酸前体组合以产生赖氨酸2HCl。 这种新颖的方法确保从处理系统中几乎完全恢复赖氨酸。

公开(公告)号：US3458419A

公开(公告)日：1969-07-29

申请号：US3458419D

申请日：1967-01-26

Applicant: ALLIED CHEM

Inventor： FUHRMANN ROBERT ,  SIFNIADES STYLIANOS ,  JEROLAMON DAVID

IPC: C07C309/80 ,  C07C3/24 ,  B01K1/00

CPC classification number: C07C309/00