2-hydrazino-5,5-dimethyl-1,4,5,6-tetrahydropyrimidine hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-hydrazino-5,5-dimethyl-1,4,5,6-tetrahydropyrimidine hydrochloride
• 英文别名: 2-hydrazino-1,4,5,6-tetrahydro-5,5-dimethylpyrimidine hydrochloride；2-Hydrazino-5,5-Dimethyl-1,3-Diazacyclohex-2-ene Monohydrochloride；(5,5-dimethyl-4,6-dihydro-1H-pyrimidin-2-yl)hydrazine;hydrochloride
• 化学式: C₆H₁₄N₄*ClH
• 分子量: 178.665
• InChiKey: PQWZEZUVDFLASA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.14
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  62.4
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-二(4-三氟甲基苯基)-戊-1,4-二烯-3-酮 、 2-hydrazino-5,5-dimethyl-1,4,5,6-tetrahydropyrimidine hydrochloride 在 硫酸 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 以93%的产率得到氟蚁腙
  参考文献：
  名称：

  一种氟蚁腙的合成工艺

  摘要：

  本发明提供一种氟蚁腙的合成工艺，包括2‑肼基‑5,5‑二甲基‑1,4,5,6‑四氢化嘧啶盐酸盐和1,5‑双(4‑三氟甲基苯基)‑1,4‑戊二烯‑3‑酮的制备，以及以二者为原料，以异丙醇或乙醇为溶剂，在浓盐酸的作用下生成氟蚁腙。本发明通过改变合成工艺，提高反应效率。2‑肼基‑5,5‑二甲基‑1,4,5,6‑四氢化嘧啶盐酸盐的收率从78％提高到90％以上。1,5‑双(4‑三氟甲基苯基)‑1,4‑戊二烯‑3‑酮的收率从文献报道的83％也提高到90％以上。

  公开号：

  CN105481776B
• 作为产物：
  描述：

  5,5-二甲基-1,3-二嗪农-2-酮 在 一水合肼 作用下， 反应 5.0h， 以91.2%的产率得到2-hydrazino-5,5-dimethyl-1,4,5,6-tetrahydropyrimidine hydrochloride
  参考文献：
  名称：

  一种氟蚁腙的合成工艺

  摘要：

  本发明提供一种氟蚁腙的合成工艺，包括2‑肼基‑5,5‑二甲基‑1,4,5,6‑四氢化嘧啶盐酸盐和1,5‑双(4‑三氟甲基苯基)‑1,4‑戊二烯‑3‑酮的制备，以及以二者为原料，以异丙醇或乙醇为溶剂，在浓盐酸的作用下生成氟蚁腙。本发明通过改变合成工艺，提高反应效率。2‑肼基‑5,5‑二甲基‑1,4,5,6‑四氢化嘧啶盐酸盐的收率从78％提高到90％以上。1,5‑双(4‑三氟甲基苯基)‑1,4‑戊二烯‑3‑酮的收率从文献报道的83％也提高到90％以上。

  公开号：

  CN105481776B

文献信息

• Process for preparing 2-hydrazino-1,3-diazacycloalk-2-ene hydrohalides
  申请人：American Cyanamid Company

  公开号：US04574155A1

  公开（公告）日：1986-03-04

  This invention provides a process for preparing a 2-hydrazino-1,3-diazacycloalk-2-ene hydrohalide. The process comprises reacting a one molar proportion of either tautomeric isomer of a 2-nitroamino-1,3-diazacycloalk-2-ene represented by the following formulas: ##STR1## wherein R.sup.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.1 -C.sub.6 alkoxyalkyl, phenyl, substituted phenyl, benzyl, or substituted benzyl, R.sup.2 and R.sup.3 are independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxyalkyl, hydroxyl, aryl, substituted aryl, aralkyl and substituted aralkyl, and n is an integer from 0 to 3 with about an equimolar proportion of an ammonium halide or hydrazonium halide, and about a 1 to 2 molar proportion of hydrazine hydrate in a composition selected from a C.sub.1 to C.sub.4 aliphatic alcohol, water or a mixture thereof, at a temperature from about ambient to the reflux, and isolating the end product as a monohydrohalide. This invention also provides a process for preparing a 2-hydrazino-1,3-diazacycloalk-2-ene dihydrohalide. The process comprises reacting a compound of the formula: ##STR2## wherein R.sup.1 is hydrogen, C.sub.1 to C.sub.6 alkyl, or C.sub.1 to C.sub.6 hydroxyalkyl, R.sup.2 and R.sup.3 are independently hydrogen or C.sub.1 to C.sub.6 alkyl, n is 0 to 3 and X is a halide ion, with hydrogen halide wherein the halide ion is the same as defined above in a C.sub.1 to C.sub.4 alkyl alcohol at about 0.degree. to 30.degree. C.; and recovering the corresponding 2-hydrazino-1,3-diazacycloalk-2-ene dihydrohalide.

  这项发明提供了一种制备2-叠氮基-1,3-二氮杂环戊-2-烯氢卤化物的过程。该过程包括将由以下结构式表示的2-硝基氨基-1,3-二氮杂环戊-2-烯的两种互变异构体之一的1摩尔比例与约相等摩尔比例的铵盐卤化物或叠氮盐卤化物以及约1到2摩尔比例的叠氮水合物在选择自C1至C4脂肪醇、水或二者混合物的组合物中，以约室温至沸点的温度反应，并将终产物作为单氢卤化物进行分离。该发明还提供了一种制备2-叠氮基-1,3-二氮杂环戊-2-烯二氢卤化物的过程。该过程包括将具有以下结构式的化合物：其中R1为氢、C1到C6烷基或C1到C6羟基烷基，R2和R3独立地为氢或C1到C6烷基，n为0到3，X为卤化物离子，与卤化氢在约0°C至30°C的C1到C4烷基醇中反应；并回收相应的2-叠氮基-1,3-二氮杂环戊-2-烯二氢卤化物。
• Method for the preparation of 1,5-bis-aryl-1,4-pentadien-3-ones
  申请人：American Cyanamid Company

  公开号：US04521629A1

  公开（公告）日：1985-06-04

  The invention relates to a method for the preparation of certain substituted bis-arylpentadienones which are useful and valuable intermediates for the preparation of insecticidal amidinohydrazones. The invention further relates to pentadienone substituted amidimohydrazone insecticides and fire ant control agents.

  本发明涉及一种制备特定取代双芳基戊二烯酮的方法，该方法是制备杀虫酰胺肼类化合物的有用和宝贵中间体。本发明还涉及取代戊二烯酮的杀虫酰胺肼类杀虫剂和灭火蚂蚁控制剂。
• Preparation of 5,5-dimethyl-2-hydrazino-1,4,5,6-tetrahydro-pyrimidine
  申请人：American Cyanamid Company

  公开号：US04262122A1

  公开（公告）日：1981-04-14

  There is provided a novel process for preparing 5,5-dimethyl-2-hydrazino-1,4,5,6-tetrahydropyrimidine hydrohalide by causing neopentyldiamine to react with a guanidine hydrohalide and followed by treating the so-formed reaction product with hydrazine to yield the desired tetrahydropyrimidine hydrohalide. Alternatively, neopentyldiamine, guanidine hydrohalide and hydrazine can be admixed and reacted to yield the desired tetrahydropyrimidine hydrohalide.

  提供一种新型工艺，通过使新戊二胺与鸟嘌呤盐酸盐反应，然后用肼处理所形成的反应产物，以得到所需的四氢嘧啶盐酸盐，从而制备5,5-二甲基-2-肼基-1,4,5,6-四氢嘧啶盐酸盐。或者，新戊二胺、鸟嘌呤盐酸盐和肼可以混合并反应，以得到所需的四氢嘧啶盐酸盐。
• Preparation of 5,5-dimethyl-2-hydrazino-1,4,5,6-tetrahydropyrimidine hydrohalide
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0034250A1

  公开（公告）日：1981-08-26

  A process for preparing 5,5-dimethyl-2-hydrazino-1,4,5,6-tetrahydropyrimidine hydrohalide by reacting neopentyldiamine with a guanidine hydrohalide followed by treating the so-formed reaction product with hydrazine to yield the desired tetrahydropyrimidine hydrohalide. Alternatively, neopentyldiamine, guanidine hydrohalide and hydrazine can be admixed and reacted to yield the desired tetrahydropyrimidine hydrohalide.

  一种制备 5,5-二甲基-2-肼基-1,4,5,6-四氢嘧啶氢卤化物的工艺，先将新戊二胺与胍氢卤化物反应，然后用肼处理反应生成物，得到所需的四氢嘧啶氢卤化物。或者，也可以将新戊二胺、氢化胍和肼混合并反应，生成所需的四氢嘧啶氢卤化物。
• Process for preparing 2-hydrazino-1,3-diazacycoalk-2-ene hydrohalides
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0158020A1

  公开（公告）日：1985-10-16

  This invention provides a process for preparing a 2-hydrazino-1,3-diazacycloalk-2-ene hydrohalide The process comprises reacting a one molar proportion of either tautomeric isomer of a 2-nitroamino-1,3-diazacycloalk-2-ene represented by the following formulas: wherein R1 is hydrogen, C1-C6 alkyl, C,- C6 hydroxyalkyl, C,-C6 alkoxyalkyl, phenyl, substituted phenyl, benzyl, or substituted benzyl, R2 and R3 are independently hydrogen, C,- C6 alkyl, C1-C6 alkoxy, C,-Cs alkoxyalkyl, hydroxyl, aryl, substituted aryl, aralkyl and substituted aralkyl, and n is an integer from 0 to 3 with about an equimolar proportion of an ammonium halide or hydrazonium halide, and about a 1 to 2 molar proportion of hydrazine hydrate in a composition selected from a C, to C, aliphatic alcohol, water or a mixture thereof, at a temperature from about ambient to the reflux, and isolating the end product as a monohydrohalide. This invention also provides a process for preparing a 2- hydrazino 1. 3-diazacycloalk-2-ene dihydrohalide. The process comprises reacting a compound of the formula: wherein R1 is hydrogen, C, to C6 alkyl, or C, to C6 hydroxyalkyl, R2 and R3 are independently hydrogen or C, to C6 alkyl, n is 0 to 3 and X is a halide ion, with hydrogen halide wherein the halide ion is the same as defined above in a C, to C4 alkyl alcohol at about 0 to 30C.; and recovering the corresponding 2-hydrazino-1, 3-diazacycloalk-2-ene dihydrohalide.

  本发明提供了一种制备 2-酰肼基-1,3-二氮杂环烷-2-烯氢卤化物的工艺，该工艺包括使一摩尔比例的 2-硝基氨基-1,3-二氮杂环烷-2-烯的任一同分异构体进行反应，该同分异构体由以下公式表示： 其中 R1 是氢、C1-C6 烷基、C,-C6 羟烷基、C,-C6 烷氧基烷基、苯基、取代苯基、苄基或取代苄基，R2 和 R3 独立地是氢、C,-C6 烷基、C1-C6 烷氧基、C,-Cs 烷氧基烷基、羟基、芳基、取代芳基、芳烷基和取代芳烷基、和 n 是 0 至 3 的整数，与约等摩尔比例的卤化铵或卤化肼和约 1 至 2 摩尔比例的水合肼在选自 C，至 C，脂肪族醇、水或它们的混合物的组合物中，在约环境温度至回流温度下，分离出最终产物为单氢化卤化物。 本发明还提供了一种制备 2- 肼基 1.3-二氮杂环烷-2-烯二氢卤化物的工艺。该工艺包括使式： 其中R1为氢、C, to C6烷基或C, to C6羟烷基，R2和R3独立地为氢或C, to C6烷基，n为0至3，X为卤化离子，与卤化氢（其中卤化离子与上述定义相同）在约0至30℃下在C, to C4烷基醇中反应；并回收相应的2-肼基-1，3-二氮杂环烷-2-烯二氢化卤化物。