二乙氧基甲亚胺 | 2812-77-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 中文名称: 二乙氧基甲亚胺
• 英文名称: diethyl imidocarbonate
• 英文别名: Diethyl-imidocarbonat；Iminokohlensaeurediethylester；Imidokohlensaeure-diethylester；imidocarbonic acid diethyl ester；diethoxymethanimine
• CAS: 2812-77-3
• 化学式: C₅H₁₁NO₂
• mdl: MFCD03428345
• 分子量: 117.148
• InChiKey: IOPGBGMYUPEGOK-UHFFFAOYSA-N

物化性质

• 沸点：
  40 °C(Press: 12 Torr)
• 密度：
  0.9637 g/cm3(Temp: 22 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二乙氧基甲亚胺 在 氢氧化钾 作用下， 生成 正氰酸
  参考文献：
  名称：

  Nef, Justus Liebigs Annalen der Chemie, 1895, vol. 287, p. 342 Anm.

  摘要：

  DOI：
• 作为产物：
  描述：

  diethyl N-chlorocarbonimidate 在 potassium arsenite 作用下， 生成 二乙氧基甲亚胺
  参考文献：
  名称：

  Houben; Schmidt, Chemische Berichte, 1913, vol. 46, p. 2452

  摘要：

  DOI：

文献信息

• 2-Alkoxy-5-amino- and -5-arenesulphonamido-1,3,4-thiadiazoles and related compounds
  作者：R. Clarkson、J. K. Landquist

  DOI：10.1039/j39670002700

  日期：——

  2-Alkoxy-5-amino-1,3,4-thiadiazoles are obtained by the action of cyanogen halides on alkoxythiocarbonylhydrazines, or by reaction of thiosemicarbazides with dialkoxymethylenimines. The latter process may also give 5-amino- or 5-alkoxy-1,2,4-triazole-3-thiols. Acylation of the aminothiadiazoles with arenesulphonyl chlorides gives 2-alkoxy-5-arenesulphonamido-1,3,4-thiadiazoles or 2-alkoxy-4-arenes

  2-烷氧基-5-氨基-1,3,4-噻二唑是通过卤化氰对烷氧基硫代羰基肼的作用或硫代氨基脲与二烷氧基甲基亚胺的反应制得的。后一种方法也可以得到5-氨基-或5-烷氧基-1,2,4-三唑-3-硫醇。将氨基噻二唑与芳磺酰氯酰化，得到2-烷氧基-5-芳烃磺酰胺基-1,3,4-噻二唑或2-烷氧基-4-芳烃磺酰基-5-芳烃磺酰氨基-4,5-二氢-1,3,4-噻二唑。
• Sulfonylisoureas
  申请人：Ciba-Geigy Corporation

  公开号：US04680395A1

  公开（公告）日：1987-07-14

  Pyrimidyl-sulfonyl isoureas of the formula ##STR1## in which R.sub.a is the difluoromethoxy group, R.sub.b is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 l-C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.1 -C.sub.5 -alkylthio, C.sub.2 -C.sub.10 -alkoxyalkyl or C.sub.2 -C.sub.10 -alkoxyalkoxy or is an amino group ##STR2## wherein R.sub.c is hydrogen, methyl or ethyl, and R.sub.d is hydrogen, methyl, ethyl or methoxy, A is a radical of the formula ##STR3## Y is oxygen, sulfur or ##STR4## R.sub.1 is hydrogen, halogen, nitro, trifluoromethyl, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -alkoxy, --COR.sub.7, --S(O).sub.m --C.sub.1 -C.sub.5 -alkyl, --SO.sub.2 R.sub.10, XR.sub.11 or --OSO.sub.2 C.sub.1 -C.sub.5 -alkyl, R.sub.2 is hydrogen, fluorine, chlorine, bromine, nitro, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -alkoxy, trifluoromethyl, C.sub.1 -C.sub.5 -haloalkoxy or --COR.sub.7, R.sub.3 is hydrogen, fluorine, chlorine, bromine, nitro, methoxy or trifluoromethyl, R.sub.4 is hydrogen, halogen, nitro, C.sub.1 -C.sub.5 -alkyl, methoxy, --COR.sub.7 or --SO.sub.2 NR.sub.8 R.sub.9, R.sub.5 is hydrogen, fluorine, chlorine, bromine, nitro, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -alkoxy, trifluoromethyl, --S(O).sub.m C.sub.1 -C.sub.5 -alkyl, --COR.sub.7 or --SO.sub.2 NR.sub.8 R.sub.9, R.sub.6 is hydrogen, fluorine, methyl or methoxy, R.sub.7 is hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.2 l-C.sub.10 -alkoxyalkoxy, C.sub.3 -C.sub.5 -alkenyloxy, C.sub.3 -C.sub.5 -alkynyloxy, phenoxy, benzyloxy, C.sub.1 -C.sub.5 -alkylthio or --NR.sub.8 R.sub.9, R.sub.8 is hydrogen, C.sub.1 -C.sub.5 -alkyl, cyanoalkyl having a maximum of 5 carbon atoms, methoxy, ethoxy or C.sub.3 -C.sub.5 -alkenyl, R.sub.9 is hydrogen, C.sub.1 -C.sub.5 -alkyl or C.sub.3 -C.sub.5 -alkenyl, or R.sub.8 and R.sub.9 together with the nitrogen atom binding them form a 5- or 6-membered, saturated heterocycle which can contain an oxygen or sulfur atom as ring member, R.sub.10 is C.sub.1 -C.sub.5 -haloalkoxy or --NR.sub.8 R.sub.9, R.sub.11 is C.sub.1 -C.sub.5 -alkyl which is substituted by halogen, C.sub.1 -C.sub.5 -alkoxy, --S(O).sub.m C.sub.1 -C.sub.5 -alkyl, --S(O).sub.m C.sub.1 -C.sub.5 -haloalkyl or C.sub.2 l-C.sub.5 -alkenyl which is unsubstituted or substituted by halogen or C.sub.1 -C.sub.5 -alkoxy, R.sub.x is C.sub.1 -C.sub.5 -alkyl, X is oxygen or --X(O).sub.m -- and m is zero, one or two are intermediates for the preparation of pyrimidyl-sulfonyl ureas having useful herbicidyl and growth regulating properties.

  该文献介绍了化合物的配方，其中Pyrimidyl-sulfonyl isoureas的配方为##STR1## 其中R.sub.a是二氟甲氧基，R.sub.b是氢，卤素，C.sub.1-C.sub.5-烷基，C.sub.1-C.sub.5-卤代烷基，C.sub.1-C.sub.5-氧代烷基，C.sub.1-C.sub.5-卤代氧代烷基，C.sub.1-C.sub.5-烷基硫代基，C.sub.2-C.sub.10-氧代烷基或C.sub.2-C.sub.10-氧代氧代烷基或是氨基##STR2## 其中R.sub.c是氢，甲基或乙基，R.sub.d是氢，甲基，乙基或甲氧基，A是公式##STR3## 的基团，Y是氧，硫或##STR4##，R.sub.1是氢，卤素，硝基，三氟甲基，C.sub.1-C.sub.5-烷基，C.sub.1-C.sub.5-氧代烷基，--COR.sub.7，--S(O).sub.m--C.sub.1-C.sub.5-烷基，--SO.sub.2 R.sub.10，XR.sub.11或--OSO.sub.2 C.sub.1-C.sub.5-烷基，R.sub.2是氢，氟，氯，溴，硝基，C.sub.1-C.sub.5-烷基，C.sub.1-C.sub.5-氧代烷基，三氟甲基，C.sub.1-C.sub.5-卤代氧代烷基或--COR.sub.7，R.sub.3是氢，氟，氯，溴，硝基，甲氧基或三氟甲基，R.sub.4是氢，卤素，硝基，C.sub.1-C.sub.5-烷基，甲氧基，--COR.sub.7或--SO.sub.2 NR.sub.8 R.sub.9，R.sub.5是氢，氟，氯，溴，硝基，C.sub.1-C.sub.5-烷基，C.sub.1-C.sub.5-氧代烷基，三氟甲基，--S(O).sub.m C.sub.1-C.sub.5-烷基，--COR.sub.7或--SO.sub.2 NR.sub.8 R.sub.9，R.sub.6是氢，氟，甲基或甲氧基，R.sub.7是氢，C.sub.1-C.sub.5-烷基，C.sub.1-C.sub.5-卤代烷基，C.sub.1-C.sub.5-氧代烷基，C.sub.1-C.sub.5-卤代氧代烷基，C.sub.2-C.sub.10-氧代氧代烷基，C.sub.3-C.sub.5-烯氧基，C.sub.3-C.sub.5-炔氧基，苯氧基，苄氧基，C.sub.1-C.sub.5-烷基硫代基或--NR.sub.8 R.sub.9，R.sub.8是氢，C.sub.1-C.sub.5-烷基，具有最多5个碳原子的氰基烷基，甲氧基，乙氧基或C.sub.3-C.sub.5-烯基，R.sub.9是氢，C.sub.1-C.sub.5-烷基或C.sub.3-C.sub.5-烯基，或R.sub.8和R.sub.9与它们所结合的氮原子一起形成5或6元饱和杂环，该杂环可以包含一个氧原子或硫原子作为环成员，R.sub.10是C.sub.1-C.sub.5-卤代氧代烷基或--NR.sub.8 R.sub.9，R.sub.11是被卤素，C.sub.1-C.sub.5-氧代烷基，--S(O).sub.m C.sub.1-C.sub.5-烷基，--S(O).sub.m C.sub.1-C.sub.5-卤代烷基或C.sub.2-C.sub.5-烯基取代的C.sub.1-C.sub.5-烷基，其中未取代或被卤素或C.sub.1-C.sub.5-氧代基取代，R.sub.x是C.sub.1-C.sub.5-烷基，X是氧或--X(O).sub.m--，m为零，一或二，是制备具有有用的除草和生长调节性质的Pyrimidyl-sulfonyl尿素的中间体。
• Process for producing sulfonylureas having a herbicidal action
  申请人：Ciba Geigy Corporation

  公开号：US04521597A1

  公开（公告）日：1985-06-04

  A novel process for producing sulfonylureas of the formula I having a herbicidal action and an action regulating plant growth ##STR1## wherein A is an unsubstituted or substituted phenyl, naphthyl, furan, thiophene or pyridine group, E is a nitrogen atom or the methine group, R.sub.a is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.1 -C.sub.5 -alkylthio or C.sub.2 -C.sub.10 -alkoxyalkoxy, and R.sub.b is the same as R.sub.a or is an unsubstituted or substituted amino group, and salts thereof, which process comprises firstly condensing an imidocarbonic acid ester with a sulfonyl chloride of the formula II to the sulfonylimidocarbonic acid diester of the formula IV ##STR2## wherein R is an alkyl group, and reacting this in an ethereal solvent in the presence of sodium hydride or potassium tertbutylate with a 2-aminopyrimidine or 2-amino-1,3,5-triazine of the formula V, and finally reacting the formed sulfonylisourea of the formula VI in an organic solvent with hydrochloric acid to obtain the sulfonylurea of the formula I, and isolating this as such or as a salt; ##STR3## The sulfonylimidocarbonic acid diesters of the formula IV and certain sulfonylisoureas of the formula VI, required as intermediates, are novel compounds. The process has the advantage that no sulfonamides are needed as intermediates.

  一种生产具有除草和调节植物生长作用的公式I磺酰脲的新工艺，其中A为未取代或取代的苯基，萘基，呋喃基，噻吩基或吡啶基，E为氮原子或甲基基团，R.sub.a为氢，卤素，C.sub.1-C.sub.5烷基，C.sub.1-C.sub.5卤代烷基，C.sub.1-C.sub.5烷氧基，C.sub.1-C.sub.5卤代烷氧基，C.sub.1-C.sub.5烷基硫氧基或C.sub.2-C.sub.10烷氧基烷氧基，R.sub.b与R.sub.a相同或为未取代或取代的氨基团，以及其盐。该工艺首先将一种亚氨基羧酸酯与公式II的磺酰氯缩合生成公式IV的磺酰亚氨基羧酸二酯，其中R为烷基，然后在乙醚溶剂中，在氢氧化钠或叔丁基酮酸钾的存在下，与公式V的2-氨基嘧啶或2-氨基-1,3,5-三嗪反应，最后在有机溶剂中与盐酸反应生成公式I的磺酰脲，并将其作为盐或本体分离；公式IV的磺酰亚氨基羧酸二酯和公式VI的某些磺酰异脲，作为中间体，是新化合物。该工艺的优点是不需要磺胺类化合物作为中间体。
• Sulfonyl carbonoimidates
  申请人：Ciba-Geigy Corporation

  公开号：US04629802A1

  公开（公告）日：1986-12-16

  A novel process for producing sulfonylureas of the formula I having a herbicidal action and an action regulating plant growth ##STR1## wherein A is an unsubstituted or substituted phenyl, naphthyl, furan, thiophene or pyridine group, E is a nitrogen atom or the methine group, R.sub.a is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.1 -C.sub.5 -alkylthio or C.sub.2 -C.sub.10 -alkoxyalkoxy, and R.sub.b is the same as R.sub.a or is an unsubstituted or substituted amino group, and salts thereof, which process comprises firstly condensing an imidocarbonic acid ester with a sulfonyl chloride of the formula II to the sulfonylimidocarbonic acid diester of the formula IV ##STR2## wherein R is an alkyl group, and reacting this in an ethereal solvent in the presence of sodium hydride or potassium tertbutylate with a 2-aminopyrimidine or 2-amino-1,3,5-triazine of the formula V, and finally reacting the formed sulfonylisourea of the formula VI in an organic solvent with hydrochloric acid to obtain the sulfonylurea of the formula I, and isolating this as such or as a salt; ##STR3## The sulfonylimidocarbonic acid diesters of the formula IV and certain sulfonylisoureas of the formula VI, required as intermediates, are novel compounds. The process has the advantage that no sulfonamides are needed as intermediates.

  一种生产具有除草作用和调节植物生长作用的公式I磺酰脲的新工艺， 其中A是未取代或取代的苯基、萘基、呋喃基、噻吩基或吡啶基，E是氮原子或甲基基团，Ra是氢、卤素、C1-C5烷基、C1-C5卤代烷基、C1-C5烷氧基、C1-C5卤代烷氧基、C1-C5烷硫基或C2-C10烷氧基烷氧基，Rb与Ra相同或是未取代或取代的氨基团，并且其盐。该工艺首先将一种亚氨基甲酸酯与公式II的磺酰氯缩合成公式IV的磺酰亚氨基甲酸二酯， 其中R是烷基，然后在乙醚溶剂中在钠氢化物或叔丁基钾的存在下与公式V的2-氨基嘧啶或2-氨基-1,3,5-三嗪反应，最后在有机溶剂中将生成的公式VI的磺酰异脲与盐酸反应，得到公式I的磺酰脲，并将其作为盐或本体分离； 公式IV的磺酰亚氨基甲酸二酯和公式VI的某些磺酰异脲是所需的中间体，是新化合物。该工艺的优点是不需要磺胺类化合物作为中间体。
• Martin,D. et al., Chemische Berichte, 1967, vol. 100, p. 3756 - 3776
  作者：Martin,D. et al.

  DOI：——

  日期：——