2-bromo-N-(1,1-dimethyl-but-2-ynyl)-butyramide | 543690-76-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-bromo-N-(1,1-dimethyl-but-2-ynyl)-butyramide
• 英文别名: 2-bromo-N-(4-methylpent-2-yn-4-yl)butyramide；2-bromo-N-(2-methylpent-3-yn-2-yl)butanamide
• CAS: 543690-76-2
• 化学式: C₁₀H₁₆BrNO
• 分子量: 246.147
• InChiKey: VKNVIMFQGNSLFW-UHFFFAOYSA-N

物化性质

• 熔点：
  79-81 °C
• 沸点：
  342.1±27.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-羟基喹啉 、 2-bromo-N-(1,1-dimethyl-but-2-ynyl)-butyramide 在 sodium hydride 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 19.0h， 生成 2-(6-quinolinyloxy)-N-(4-methylpent-2-yn-4-yl)butyramide
  参考文献：
  名称：

  [EN] QUINOLIN-, ISOQUINOLIN-, AND QUINAZOLIN-OXYALKYLAMIDES AND THEIR USE AS FUNGICIDES
  [FR] OXYALKYLAMIDES DE QUINOLINE, D'ISOQUINOLINE ET DE QUINAZOLINE ET LEUR UTILISATION COMME FONGICIDES

  摘要：

  通用公式（1）中的杀真菌化合物，其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N。

  公开号：

  WO2004047538A1
• 作为产物：
  描述：

  2-溴丁酰溴 、 1-amino-1,1-dimethyl-2-butyne hydrochloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-bromo-N-(1,1-dimethyl-but-2-ynyl)-butyramide
  参考文献：
  名称：

  [EN] QUINOLIN-, ISOQUINOLIN-, AND QUINAZOLIN-OXYALKYLAMIDES AND THEIR USE AS FUNGICIDES
  [FR] OXYALKYLAMIDES DE QUINOLINE, D'ISOQUINOLINE ET DE QUINAZOLINE ET LEUR UTILISATION COMME FONGICIDES

  摘要：

  通用公式（1）中的杀真菌化合物，其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N。

  公开号：

  WO2004047538A1

文献信息

• [EN] N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES FOR USE AS FUNGICIDES<br/>[FR] N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES UTILISES COMME FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2004108694A1

  公开（公告）日：2004-12-16

  Compounds of the general formula (I) are useful as fungicides wherein Het is a 5- or 6- linked group of the formula (a) or (b), and the variables are as defined in the claims.

  通式（I）的化合物可用作杀真菌剂，其中Het是通式（a）或（b）的5-或6-连接基团，变量如索权中所定义。
• Quinolin-,isoquinolin-,and quinazolin-oxyalkylamides and their use as fungicides
  申请人：Salmon Roger

  公开号：US20060019973A1

  公开（公告）日：2006-01-26

  Fungicidal compounds of the general formula (1) wherein one of X and Y is N or N-oxide and the other is CR or both of X and Y are N.

  通式（1）的杀真菌化合物，其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N。
• Fungicides
  申请人：Salmon Roger

  公开号：US20060058397A1

  公开（公告）日：2006-03-16

  The use as a plant fungicide of a compound of the general formula (1): wherein X and Y are both chloro, bromo or methyl or X is methoxy and Y compounds (1), other than those where X and Y are both chloro or methyl and R 1 is ethyl, are novel.

  一种通式（1）的化合物，其中X和Y均为氯、溴或甲基，或者X为甲氧基且Y为化合物（1），除了X和Y均为氯或甲基且R1为乙基的化合物外，可用作植物真菌杀菌剂，这是一种新颖的化合物。
• Pyridyloxyalkanoic acid amide derivatives useful as fungicides
  申请人：Whittingham Guy William

  公开号：US20050065032A1

  公开（公告）日：2005-03-24

  Fungicidal compounds of the general formula (I): wherein X and Y are independently H, halo, C 1-8 alkyl, C 3-6 cycloalkyl, C 2-8 alkenyl, C 2-8 alkynyl, C 1-8 alkoxy, C 1-8 alkylthio, nitro, amino, mono- or di-(C 1-6 )alkylamino, mono- or di-(C 2-6 )alkenylamino, mono- or di-(C 2-6 )alkynylamino, formylamino, C 1-4 alkyl(formyl)amino, C 1-4 alkylcarbonylamino, C 1-4 alkyl(C 1-4 alkylcarbonyl)amino, cyano, formyl, C 1-4 alkylcarbonyl, C 1-4 alkoxycarbonyl, aminocarbonyl, mono- or di-(C 1-4 )alkylaminocarbonyl, carboxy, C 1-4 alkylcarbonyloxy, aryl(C 1-4 )alkylcarbonyloxy, C 1-4 alkylsulphinyl, C 1-4 alkylsulphonyl, C 1-4 alkylsulphonyloxy, aryl, heteroaryl, aryloxy, arylthio, heteroaryloxy or heteroarylthio wherein any of the foregoing alkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, groups or moieties are optionally substituted; R 1 is phenyl, cyano, C 1-4 alkyl, C 2-4 alkenyl or C 2-4 alkynyl in which the alkyl, alkenyl and alkynyl groups are optionally substituted on their terminal carbon atom with one, two or thre halogen atoms, with a cyano group, with a C 1-4 alkylcarbonyl group, with a C 1-4 alkoxycarbonyl group or with a hydroxy group, or R 1 is alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl or alkylsulphonylalkyl in which the total number of carbon atoms is 2 or 3; R 2 is H, C 1-4 alkyl, C 1-4 alkoxymethyl or benzyloxymethyl in which the phenyl ring of the benzyl moiety is optionally substituted with C 1-4 alkoxy; R 3 and R 4 are independently H, C 1-3 alkyl, C 2-3 alkenyl or C 2-3 alkynyl provided that both are not H and that when both are other than H their combined total of carbon atoms does not exceed 4, or R 3 and R 4 join with the carbon atom to which they are attached to form a 3 or 4 membered carbocyclic ring optionally containing one O, S or N atom and optionally substituted with halo or C 1-4 alkyl; and R 5 is halo, C 1-4 alkyl or C 3-4 cycloalkyl in which the alkyl or cycloalkyl group is optionally substituted with halo, hydroxy, C 1-6 alkoxy, C 1-6 alkylthio, cyano, C 1-4 alkylcarbonyloxy, aminocarbonyloxy, mono- or di(C 1-4 )alkylaminocarbonyloxy, or tri(C 1-4 )alkylsilyloxy. The compounds and compositions containing them are especially useful for combating fungal infections of plants.

  通式（I）的杀真菌化合物：其中X和Y独立地为H、卤素、C1-8烷基、C3-6环烷基、C2-8烯基、C2-8炔基、C1-8烷氧基、C1-8烷基硫基、硝基、氨基、单取代或双取代（C1-6）烷基氨基、单取代或双取代（C2-6）烯基氨基、单取代或双取代（C2-6）炔基氨基、甲酰氨基、C1-4烷基（甲酰）氨基、C1-4烷基羰基氨基、C1-4烷基（C1-4烷基羰基）氨基、氰基、甲酰基、C1-4烷基羰基、C1-4烷氧基羰基、氨基羰基、单取代或双取代（C1-4）烷基氨基羰基、羧基、C1-4烷基羰氧基、芳基（C1-4）烷基羰氧基、C1-4烷基亚磺酰基、C1-4烷基磺酰基、C1-4烷基磺酰氧基、芳基、杂芳基、芳氧基、芳硫基、杂芳氧基或杂芳硫基，其中上述任何烷基、环烷基、烯基、炔基、芳基、杂芳基、基团或官能团均可选择性地被取代；R1为苯基、氰基、C1-4烷基、C2-4烯基或C2-4炔基，其中烷基、烯基和炔基基团在其末端碳原子上可选择性地用一个、两个或三个卤素原子、一个氰基、一个C1-4烷基羰基、一个C1-4烷氧基羰基或一个羟基取代，或者R1为烷氧烷基、烷硫烷基、烷亚磺酰烷基或烷磺酰烷基，其中总碳原子数为2或3；R2为H、C1-4烷基、C1-4烷氧甲基或苄氧甲基，其中苄基官能团的苯环可选择性地用C1-4烷氧基取代；R3和R4独立地为H、C1-3烷基、C2-3烯基或C2-3炔基，前提是两者不都为H，且当两者都不为H时，它们的总碳原子数不超过4，或者R3和R4与它们附着的碳原子结合形成一个3或4元环烷基，其中可选择性地含有一个O、S或N原子并可选择性地用卤素或C1-4烷基取代；R5为卤素、C1-4烷基或C3-4环烷基，其中烷基或环烷基基团可选择性地用卤素、羟基、C1-6烷氧基、C1-6烷基硫基、氰基、C1-4烷基羰氧基、氨基羰氧基、单取代或双取代（C1-4）烷基氨基羰氧基或三取代（C1-4）硅烷氧基取代。这些化合物和含有它们的组合物特别适用于防治植物真菌感染。
• QUINOLIN-ISOQUINOLIN-AND QUINAZOLIN-OXYALKYLAMIDES AND THEIR USE AS FUNGICIDES
  申请人：CROWLEY Jelf Patrick

  公开号：US20070072884A1

  公开（公告）日：2007-03-29

  Fungicidal compounds of the general formula (1): wherein one of X and Y is N or N-oxide and the other is CR or both of X and Y are N; Z is H, halo, C 1-6 alkyl optionally substituted with halo or C 1-4 alkoxy, C 3-6 cycloalkyl optionally substituted with halo or C 1-4 alkoxy, C 2-4 alkenyl optionally substituted with halo, C 2-4 alkynyl optionally substituted with halo, C 1-6 alkoxy optionally substituted with halo or C 1-4 alkoxy, C 2-4 alkenyloxy optionally substituted with halo, C 2-4 alkynyloxy optionally substituted with halo, cyano, nitro, C 1-4 alkoxycarbonyl, —OSO 2 R′, S(O) n R′, —COR″, —CONR″R′″, —CR″═NOR′, NR″R″′, NR″COR′, NR″CO 2 R′ where n is 0, 1 or 2, R′ is C 1-6 alkyl optionally substituted with halogen and R″ and R′″ are independently H or C 1-6 alkyl or, in the case of —CONR″R′″, may join to form a 5- or 6-membered ring containing a single nitrogen atom, saturated carbon atoms and optionally a single oxygen atom; R is H, halo, C 1-8 alkyl, C 3-6 cycloalkyl, C 2-8 alkenyl, C 2-8 alkynyl, C 1-8 alkoxy, C 1-8 alkylthio, nitro, amino, mono- or di-(C 1-6 )alkylamino, mono- or di-(C 2-6 )alkenyl-amino, mono- or di-(C 2-6 )alkynylamino, formylamino, C 1-4 alkyl(formyl)amino, C 1-4 alkylcarbonylamino, C 1-4 alkoxycarbonylamino, C 1-4 alkyl(C 1-4 alkyl-carbonyl)amino, cyano, formyl, C 1-4 alkylcarbonyl, C 1-4 alkoxycarbonyl, amino-carbonyl, mono- or di-(C 1-4 )alkylaminocarbonyl, carboxy, C 1-4 alkylcarbonyloxy, aryl(C 1-4 )alkylcarbonyloxy, C 1-4 alkylsulphinyl, C 1-4 alkylsulphonyl or C 1-4 alkyl-sulphonyloxy; R 1 is C 1-4 alkyl, C 2-4 alkenyl or C 2-4 alkynyl in which the alkyl, alkenyl and alkynyl groups are optionally substituted on their terminal carbon atom with one, two or three halogen atoms, with a cyano group, with a C 1-4 alkylcarbonyl group, with a C 1-4 alkoxycarbonyl group or with a hydroxy group, or R 1 is alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl or alkylsulphonylalkyl in which the total number of carbon atoms is 2 or 3, or R 1 is a straight-chain C 1-4 alkoxy group; R 2 is H, C 1-4 alkyl, C 1-4 alkoxymethyl or benzyloxymethyl in which the phenyl ring of the benzyl moiety is optionally substituted with C 1-4 alkoxy; R 3 and R 4 are independently H, C 1-3 alkyl, C 2-3 alkenyl or C 2-3 alkynyl provided that both are not H and that when both are other than H their combined total of carbon atoms does not exceed 4, or R 3 and R 4 join with the carbon atom to which they are attached to form a 3 or 4 membered carbocyclic ring optionally containing one O, S or N atom and optionally substituted with halo or C 1-4 alkyl; and R 5 is H, C 1-4 alkyl or C 3-6 cycloalkyl in which the alkyl or cycloalkyl group is optionally substituted with halo, hydroxy, C 1-6 alkoxy, cyano, C 1-4 alkylcarbonyloxy, aminocarbonyloxy, mono- or di(C 1-4 )alkylaminocarbonyloxy, —S(O) n (C 1-6 )-alkyl where n is 0, 1 or 2, triazolyl (e.g. 1,2,4-triazol-1-yl), tri(C 1-4 )alkylsilyloxy, optionally substituted phenoxy, optionally substituted thienyloxy, optionally substituted benzyloxy or optionally substituted thienylmethoxy, or R 5 is optionally substituted phenyl, optionally substituted thienyl or optionally substituted benzyl, in which the optionally substituted phenyl and thienyl rings of the R 5 values are optionally substituted with one, two or three substituents selected from halo, hydroxy, mercapto, C 1-4 alkyl, C 2-4 , alkenyl, C 2-4 alkynyl, C 1-4 alkoxy, C 2-4 alkenyloxy, C 2-4 alkynyloxy, halo (C 1-4 )alkyl, halo(C 1-4 )alkoxy, C 1-4 alkylthio, halo(C 1-4 )alkylthio, hydroxy(C 1-4 )alkyl, C 1-4 alkoxy(C 1-4 )alkyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl(C 1-4 )alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, —NR m R n , —NHCOR m , —NHCONR m R n , —CONR m R n , —SO 2 R m , —OSO 2 R m , —COR m , —CR m ═NR n or —N═CR m R n , in which R m and R n are independently hydrogen, C 1-4 alkyl, halo(C 1-4 )alkyl, C 1-4 alkoxy, halo-(C 1-4 )alkoxy, C 1-4 alkylthio, C 3-6 cycloalkyl, C 3-6 cycloalkyl(C 1-4 )alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C 1-4 alkyl or C 1-4 alkoxy.

  一般式（1）的杀真菌化合物： 其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N； Z是H，卤素，C1-6烷基（可选择卤素或C1-4氧烷基），C3-6环烷基（可选择卤素或C1-4氧烷基），C2-4烯基（可选择卤素），C2-4炔基（可选择卤素），C1-6氧烷基（可选择卤素或C1-4氧烷基），C2-4烯氧基（可选择卤素），C2-4炔氧基（可选择卤素），氰基，硝基，C1-4氧羰基，-OSO2R′，S（O）nR′，-COR″，-CONR″R′″，-CR″═ NOR′，NR″R″′，NR″COR′，NR″CO2R′，其中n为0、1或2，R′为C1-6烷基（可选择卤素取代），R″和R′″独立地为H或C1-6烷基，或在-CONR″R′″的情况下，它们可以结合形成含有单个氮原子、饱和碳原子和可选择单个氧原子的5-或6元环； R为H，卤素，C1-8烷基，C3-6环烷基，C2-8烯基，C2-8炔基，C1-8氧烷基，C1-8烷基硫基，硝基，氨基，单或双（C1-6）烷基氨基，单或双（C2-6）烯基氨基，单或双（C2-6）炔基氨基，甲酰氨基，C1-4烷基（甲酰）氨基，C1-4烷基羰基氨基，C1-4氧烷基羰基氨基，C1-4烷基（C1-4烷基-羰基）氨基，氰基，甲酰基，C1-4烷基羰基，C1-4氧烷基羰基，氨基羰基，单或双（C1-4）烷基氨基羰基，羧基，C1-4烷基羧酸酯，芳基（C1-4）烷基羧酸酯，C1-4烷基磺基，C1-4烷基磺酰基或C1-4烷基磺酰氧基； R1为C1-4烷基、C2-4烯基或C2-4炔基，其中烷基、烯基和炔基基团在其末端碳原子上可以选择地取代一个、两个或三个卤素原子、一个氰基、一个C1-4烷基羰基基团、一个C1-4氧烷基羰基基团或一个羟基，或R1为烷氧基烷基、烷基硫基烷基、烷基磺基烷基或烷基磺酰基烷基，其中碳原子的总数为2或3，或R1为直链C1-4烷氧基； R2为H，C1-4烷基，C1-4氧甲基或苄氧甲基，其中苄基部分的苯环可以选择地用C1-4氧烷基取代； R3和R4独立地为H，C1-3烷基，C2-3烯基或C2-3炔基，前提是两者都不是H，且当两者都不是H时，它们的碳原子总数不超过4，或R3和R4与它们附着的碳原子结合形成一个3或4元环烷基，可选择地含有一个O、S或N原子，并可选择地用卤素或C1-4烷基取代； R5为H，C1-4烷基或C3-6环烷基，其中烷基或环烷基基团可选择地用卤素、羟基、C1-6氧烷基、氰基、C1-4烷基羧酸酯、氨基羧酸酯、单或双（C1-4）烷基氨基羧酸酯、-S（O）n（C1-6）-烷基（n为0、1或2）、三唑基（例如1,2,4-三唑基）、三（C1-4）烷基硅氧烷基、可选择地取代的苯氧基、可选择地取代的噻吩氧基、可选择地取代的苄氧基或可选择地取代的噻吩基甲氧基，或R5为可选择地取代的苯基、可选择地取代的噻吩基或可选择地取代的苄基，其中R5的可选择取代的苯基和噻吩基环可选择地用一个、两个或三个取代基取代，所述取代基选自卤素、羟基、巯基、C1-4烷基、C2-4烯基、C2-4炔基、C1-4氧烷基、C2-4烯氧基、C2-4炔氧基、卤素（C1-4）烷基、卤素（C1-4）氧烷基、C1-4烷基硫基、卤素（C1-4）烷基硫基、羟基（C1-4）烷基、C1-4氧烷基（C1-4）烷基、C3-6环烷基、C3-6环烷基（C1-4）烷基、苯氧基、苄氧基、苯甲酰氧基、氰基、异氰酸基、硫氰酸基、异硫氰酸基、硝基、-NRmRn，-NHCORm，-NHCONRmRn，-CONRmRn，-SO2Rm，-OSO2Rm，-CORm，-CRm═NRn或-N═CRmRn，其中Rm和Rn独立地为氢、C1-4烷基、卤素（C1-4）烷基、C1-4氧烷基、卤素（C1-4）氧烷基、C1-4烷基硫基、C3-6环烷基、C3-6环烷基（C1-4）烷基、苯基或苄基，所述苯基和苄基可选择地取代卤素、C1-4烷基或C1-4氧烷基。