1,4-dichloro-3-buten-2-one | 15787-79-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-dichloro-3-buten-2-one
• 英文别名: chloromethyl β-chlorovinyl ketone；1,4-dichloro-but-3-en-2-one；1,4-dichlorobut-3-en-2-one
• CAS: 15787-79-8
• 化学式: C₄H₄Cl₂O
• mdl: MFCD09038575
• 分子量: 138.981
• InChiKey: HFDIJTIPFVXOED-UHFFFAOYSA-N

物化性质

• 沸点：
  71-72.5 °C(Press: 11 Torr)
• 密度：
  1.3486 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,4-dichloro-3-buten-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 以72%的产率得到1,4-dichlorobut-3-en-2-ol
  参考文献：
  名称：

  Alkylation of 5-Substituted Tetrazoles with Various Alcohols in 1,2-Dichloroethane in the Presence of BF3·Et2O

  摘要：

  The alkylation of 1H-tetrazole, 5-methyl-1H-tetrazole, and 5-phenyl-1H-tetrazole with primary, secondary, and tertiary alcohols, including benzylic and allylic ones, have been studied in 1,2-dichloroethane in the presence of boron trifluoride-diethyl ether complex. Neither primary nor secondary saturated alcohols alkylated tetrazoles in the given system. Tertiary alcohols suchtert-butyl alcohol and adamantan-1-ol reacted with unsubstituted and 5-substituted tetrazoles to give 70-85% of the corresponding 2-alkyl-5-R-tetrazoles with high regioselectivity. The alkylation of 1H-tetrazole with benzyl alcohol afforded 55% of 2-benzyl-2H-tetrazole as the only product. The alkylation of 1H-tetrazole with various allylic alcohols led to the formation of mixtures of 2-alkyl-2H-tetrazoles with isomeric alkyl substituents.

  DOI：

  10.1134/s107042802007012x
• 作为产物：
  描述：

  氯乙酰氯 、 乙炔 在 三氯化铝 作用下， 生成 1,4-dichloro-3-buten-2-one
  参考文献：
  名称：

  新型磷酸盐驱虫药。3.烷基和芳基1-亚甲基烯丙基磷酸酯，膦酸酯和次膦酸酯。

  摘要：

  已经合成了一系列新的高度氯化的1-亚甲基烯丙基（“丁二烯基”）二烷基磷酸酯和相关的膦酸酯和次膦酸酯，并评估了其对mice虫Hymenolepis nana和pin虫Syphacia obvelata的驱虫活性。用磷酸2，3，3-三氯-1-二氯亚甲基烯丙基酯（“全氯丁二烯基”）观察到最高的活性（14），而用甲氧基和较大的烷氧基或苯基取代两个乙氧基得到的化合物效力较低。通常，1,3-丁二烯-2-基部分的氯耗竭或一个双键的饱和会降低驱虫反应。

  DOI：

  10.1021/jm00246a007

文献信息

• Benzoxazolinones. IV. Reaction of benzoxazolinone and benzoxazolinethione with alkyl β-chlorovinyl ketones
  作者：R. G. Aflyatunova、N. A. Aliev、Ch. Sh. Kadyrov、M. R. Yagudaev

  DOI：10.1007/bf00575713

  日期：1983.7

  The reactions of benzoxazolinone and benzoxazolinethione with alkyl β-chlorovinyl ketones have been studied. The reaction products are N-(β-acylvinyl)benzoxazolinones and N-(β-acylvinyl)benzoxazolinethiones. The reaction of alkali-metal salts of benzoxazolinone with alkyl β-chlorovinyl ketones leads to the opening of the oxazolinone ring. The structures of the compounds synthesized have been studied

  研究了苯并恶唑啉酮和苯并恶唑啉硫酮与烷基 β-氯乙烯基酮的反应。反应产物为 N-(β-酰基乙烯基)苯并恶唑啉酮和 N-(β-酰基乙烯基)苯并恶唑啉硫酮。苯并恶唑啉酮的碱金属盐与烷基 β-氯乙烯基酮的反应导致恶唑啉酮环的打开。合成的化合物的结构已通过红外光谱、质谱和 PMR 光谱进行了研究。
• 一种3-异噁唑基乙酸苄脂的化学合成方法
  申请人：南通大学

  公开号：CN103880765B

  公开（公告）日：2017-12-15

  本发明涉及一种3‑异噁唑基乙酸苄酯的化学合成方法。本发明以氯乙酰氯和乙炔为原料，经过经加成、缩环、取代、水解和酯化五步反应提高了收率，为该化合物的合成提供了一种高效合成的方法。本发明方法的主要步骤如下：将乙炔、氯乙酰氯、催化剂三氯化铝和四氢呋喃溶剂加入到反应釜中，反应结束后，分离得1,4‑二氯‑3‑丁烯酮；将1,4‑二氯‑3‑丁烯酮和硫酸羟铵加入甲醇或乙醇溶剂中，控制反应温度，反应得到3‑氯甲基异噁唑；制备3‑异噁唑乙腈；将3‑异噁唑乙腈加入盐酸中，水解得到3‑异噁唑乙酸；将3‑异噁唑乙酸和苄醇加入二氯甲烷或三氯甲烷溶剂中,加入氯化亚砜和催化剂N,N‑二甲基甲酰胺反应得到3‑异噁唑基乙酸苄酯。
• Chemical process
  申请人：Beecham Group Limited

  公开号：US04362880A1

  公开（公告）日：1982-12-07

  An improved process for the preparation of 3-substituted thiophenes. The thiophenes are useful for the preparation of penicillins and cephalosporins. The process is for the preparation of a thiophene of formula (I): ##STR1## where R.sup.1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R.sup.2 represents a group suitable for use as an .alpha.-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating under basic conditions a compound of formula (II): ##STR2## wherein X represents halogen or optionally functionalized hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur ionically bound to a polymeric support.

  一种改进的制备3-取代噻吩的方法。该噻吩用于制备青霉素和头孢菌素。该方法用于制备式(I)的噻吩：##STR1## 其中，R.sup.1表示羧酸基，或其酯或酰胺或腈基；R.sup.2表示适用于用作青霉素或头孢菌素侧链的α-取代基的基团；该方法包括在碱性条件下处理式(II)的化合物：##STR2## 其中，X表示卤素或可选的官能化羟基，Y表示卤素，羟基或烷氧基；与离子性结合于聚合物支撑体的亲核硫离子源。
• Therapeutic agents
  申请人：Knoll Aktiengesellschaft

  公开号：US05753665A1

  公开（公告）日：1998-05-19

  Compounds of formula (I) which includes pharmaceutically acceptable salts thereof and stereoisomers thereof: ##STR1## wherein: R.sub.1 represents H or one of the following groups (optionally substituted with one or more of halo, cyano, hydroxy or amino): C.sub.1-6 alkyl, C.sub.1-6 alkoxy or C.sub.1-6 alkanoyl; R.sub.2 and R.sub.3 independently represent H or one of the following groups (optionally substituted with one or more of halo, cyano, hydroxy or amino): C.sub.1-6 alkyl, C.sub.1-6 alkoxy or C.sub.1-6 alkanoyl, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulphinyl or C.sub.1-6 alkylsulphonyl; R.sub.4 and R.sub.5 combined together with the carbon atom to which they are attached represent C.sub.3-6 cycloalkylidene (each alkyl or cycloalkylidene being optionally substituted with one or more of halo, cyano, hydroxy, amino or C.sub.1-6 alkyl); and R.sub.6, R.sub.7 and R.sub.8 independently represent H, halo, hydroxy, mercapto, cyano or one of the following groups (optionally substituted with one or more of halo, cyano, hydroxy or amino; and any nitrogen atom being optionally substituted with one or more C.sub.1-6 alkyl): C.sub.1-6 alkyl, C.sub.1-6 alkoxy or C.sub.1-6 alkanoyl, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulphinyl, etc; have utility in the treatment and/or prophylaxis or seizures, neurological disorders such as epilepsy and/or conditions in which there is neurological damage such as stroke, brain trauma, head injuries and haemorrhage.

  公式（I）的化合物，包括其药学上可接受的盐和立体异构体：##STR1##其中：R.sub.1代表H或以下任一基团之一（可选地用一个或多个卤素，氰基，羟基或氨基取代）：C.sub.1-6烷基，C.sub.1-6烷氧基或C.sub.1-6酰基；R.sub.2和R.sub.3独立地代表H或以下任一基团之一（可选地用一个或多个卤素，氰基，羟基或氨基取代）：C.sub.1-6烷基，C.sub.1-6烷氧基或C.sub.1-6酰基，C.sub.1-6烷基硫醚，C.sub.1-6烷基亚磺酰基或C.sub.1-6烷基磺酰基；R.sub.4和R.sub.5与它们附着的碳原子结合在一起，代表C.sub.3-6环烷亚基（每个烷基或环烷亚基可选地用一个或多个卤素，氰基，羟基，氨基或C.sub.1-6烷基取代）；R.sub.6，R.sub.7和R.sub.8独立地代表H，卤素，羟基，巯基，氰基或以下任一基团之一（可选地用一个或多个卤素，氰基，羟基或氨基取代；任何氮原子可选地用一个或多个C.sub.1-6烷基取代）：C.sub.1-6烷基，C.sub.1-6烷氧基或C.sub.1-6酰基，C.sub.1-6烷基硫醚，C.sub.1-6烷基亚磺酰基等。具有在治疗和/或预防癫痫，神经系统疾病例如癫痫和/或存在神经损伤的情况，如中风，脑外伤，头部损伤和出血中的用途。
• Jakubowitsch; Merkulowa, Zhurnal Obshchei Khimii, 1946, vol. 16, p. 57
  作者：Jakubowitsch、Merkulowa

  DOI：——

  日期：——