KR940011439A - Method for preparing N, N′-disubstituted urea - Google Patents

Method for preparing N, N′-disubstituted urea Download PDF

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Publication number
KR940011439A
KR940011439A KR1019920021377A KR920021377A KR940011439A KR 940011439 A KR940011439 A KR 940011439A KR 1019920021377 A KR1019920021377 A KR 1019920021377A KR 920021377 A KR920021377 A KR 920021377A KR 940011439 A KR940011439 A KR 940011439A
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South Korea
Prior art keywords
phosphonium
ammonium
tetrabutyl
iodine
tetraethyl
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KR1019920021377A
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Korean (ko)
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KR950014227B1 (en
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이철우
이상무
오재승
이재성
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최근선
주식회사 럭 키
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Publication of KR940011439A publication Critical patent/KR940011439A/en
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Publication of KR950014227B1 publication Critical patent/KR950014227B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/30—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by halogen atoms, or by nitro or nitroso groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

본 발명은 방향족 모노니트로화합물과 방향족 1급 아민 및 일산화탄소를 주촉매인 팔라듐화합물과 조촉매인 할로겐 원소를 포함하는 암모니움염 또는 포스포니움염 존재하에서 반응시켜서 다을 일반식(1)의 N,N′-디치환 우레아를 제조함에 있어서, 상기 팔라듐 화합물로서 일반식 Pdx2L2로 표시되며, 여기서 X는 할로겐, -NO3-OCOCH3,-OCOCF3이고, L은 리간드로서 일반식 Ph2P(CH2)nPPh2로 표시되며 여기서 Ph는 페닐이고 n은 2 내지 5의 정수인 화합물을 사용함을 특징으로 하는 N,N′-디치환 우레의 제조방법을 제공하는 것이다.In the present invention, N, N 'of the general formula (1) is reacted with an aromatic mononitro compound, an aromatic primary amine, and carbon monoxide in the presence of an ammonium salt or a phosphonium salt containing a palladium compound as a main catalyst and a halogen element as a promoter. - in preparing a di-substituted urea, and represented by the general formula Pdx 2 L 2 as the palladium compound, in which X is a halogen, -NO 3 -OCOCH 3, -OCOCF 3 , L has the formula Ph 2 P as a ligand ( CH 2 ) nPPh 2 , wherein Ph is phenyl and n is an integer of 2 to 5, to provide a method for preparing N, N′-disubstituted urea.

상기식에서,Ar은 비치환 방향족기나 할로겐, C1-4알킬 또는 C1-4알콜시로 치환된 방향족기를 나타낸다.Wherein Ar represents an unsubstituted aromatic group or an aromatic group substituted with halogen, C 1-4 alkyl or C 1-4 alcohol.

Description

N,N′-디치환 우레아의 제조방법Method for preparing N, N′-disubstituted urea

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (9)

방향족 모노니트로화합물과 방향족 1급 아민 및 일산화탄소를 주촉매인 팔라듐화합물과 조촉매인 할로겐 원소를 포함하는 암모니움염 또는 포스포니움염 존재하에서 반응시켜서 다음 일반식(Ι)의 N,N′-디치환 우레아를 제조함에 있어서, 상기 팔라듐 화합물로서 일반식 Pdx2L2로 표시되며, 여기서 X는 할로겐,-NO3-OCOCH3,-OCOCF3이고,L은 리간드로서 일반식 Ph2P(CH2)nPPh2로 표시되며 여기서 Ph는 페닐이고 n은 2내지 5의 정수인 화합물을 사용함을 특징으로 하는 N-N′-디치환 우레아의 제조방법.Aromatic mononitro compounds, aromatic primary amines and carbon monoxide are reacted in the presence of an ammonium salt or phosphonium salt containing a palladium compound as a main catalyst and a halogen element as a promoter, and the N, N′-disubstituted compound of the following general formula (Ι) in preparing the urea, as the palladium compound is represented by the general formula Pdx 2 L 2, where X is halogen, -NO 3 -OCOCH 3, -OCOCF 3, and, L is the formula Ph 2 P (CH 2) a ligand nPPh 2 , wherein Ph is phenyl and n is an integer of 2 to 5. 상기식에서, Ar은 비치환 방향족기나 할로겐, C1-4알킬 또는 C1-4알콕시로 치환된 방향족기를 나타낸다.Wherein Ar represents an unsubstituted aromatic group or an aromatic group substituted with halogen, C 1-4 alkyl or C 1-4 alkoxy. 제1항에 있어서, 상기 할로겐 원소를 포함하는 암모니움염이 테트라에틸 암모니움 클로라이드, 테트라메틸 암모니움 클로라이드, 테트라부틸 암모니움클로라이드, 테트라에틸 암모니움 브로마이드, 테트라메틸 암모니움 브로마이드, 테트라부틸 암모니움 브로마이드, 테트라메틸 암모니움 요오드, 테트라에틸 암모니움 요오드, 테트라부틸 암모니움 요오드 또는 트리메틸벤젠 암모니움 클로라이드인 방법.The ammonium salt comprising the halogen element is tetraethyl ammonium chloride, tetramethyl ammonium chloride, tetrabutyl ammonium chloride, tetraethyl ammonium bromide, tetramethyl ammonium bromide, tetrabutyl ammonium bromide , Tetramethyl ammonium iodine, tetraethyl ammonium iodine, tetrabutyl ammonium iodine or trimethylbenzene ammonium chloride. 제1항에 있어서, 상기 할로겐 원소를 포함하는 포스포니움염이 테트라부틸 포스포니움 브로마이드, 테트라메틸 포스포니움 브로마이드, 테트라에틸 포스포니움, 브로마이드, 테트라에틸 포스포니움 클로라이드, 테트라부틸 포스포니움 클로라이드, 테트라메틸 포스포니움 클로라이드, 테트라부틸 포스포니움 요오드, 테트라부틸 포스포니움 요오드 또는 테트라에틸 포스포니움 요오드인 방법.The method of claim 1, wherein the phosphonium salt containing the halogen element is tetrabutyl phosphonium bromide, tetramethyl phosphonium bromide, tetraethyl phosphonium, bromide, tetraethyl phosphonium chloride, tetrabutyl phosphonium Chloride, tetramethyl phosphonium chloride, tetrabutyl phosphonium iodine, tetrabutyl phosphonium iodine or tetraethyl phosphonium iodine. 제1항에 있어서, 상기 반응을 비극성용매 존재하에서 실시하는 방법.The method of claim 1 wherein said reaction is carried out in the presence of a nonpolar solvent. 제4항에 있어서, 상기 비극성용매가 벤젠, 톨루엔, 크실렌 또는 그들의 혼합물인 방법.The method of claim 4, wherein the nonpolar solvent is benzene, toluene, xylene or mixtures thereof. 제1항에 있어서, 상기 반응을 50 내지 200℃에서 실시하는 방법.The process of claim 1 wherein said reaction is carried out at 50 to 200 ° C. 제1항에 있어서, 상기 방향족 1급 아민을 상기 방향족 모노니트로 화합물에 대하여 2몰배 이상 사용하는 방법.The method according to claim 1, wherein the aromatic primary amine is used at least 2 molar times with respect to the aromatic mononitro compound. 제1항에 있어서, 상기 주촉매를 방향족 모노니트로 화합물에 대하여 1/10 내지 1/3000몰배 사용하는 방법.The method of claim 1, wherein the main catalyst is used in an amount of 1/10 to 1/3000 mole times with respect to the aromatic mononitro compound. 제1항에 있어서, 리간드를 촉매 사용 몰수의 2배 이상의 양으로 사용하는 방법.The method of claim 1 wherein the ligand is used in an amount of at least twice the number of moles of catalyst used. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920021377A 1992-11-13 1992-11-13 Process for the preparation of n,n'-disubstituted urea KR950014227B1 (en)

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KR1019920021377A KR950014227B1 (en) 1992-11-13 1992-11-13 Process for the preparation of n,n'-disubstituted urea

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KR1019920021377A KR950014227B1 (en) 1992-11-13 1992-11-13 Process for the preparation of n,n'-disubstituted urea

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KR940011439A true KR940011439A (en) 1994-06-21
KR950014227B1 KR950014227B1 (en) 1995-11-23

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100326768B1 (en) * 1999-07-16 2002-03-12 김근식 A cauterization pot appliance
KR100386671B1 (en) * 2000-11-03 2003-06-09 임석형 A cupping device

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100326768B1 (en) * 1999-07-16 2002-03-12 김근식 A cauterization pot appliance
KR100386671B1 (en) * 2000-11-03 2003-06-09 임석형 A cupping device

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KR950014227B1 (en) 1995-11-23

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