N-(2-vinyloxyethyl)-N¹-(phenyl)thiourea | 82520-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-vinyloxyethyl)-N¹-(phenyl)thiourea
• 英文别名: N-2-vinyloxyethyl-N'-phenylthiourea；N-phenyl-N'-(2-vinyloxy-ethyl)-thiourea；N-Phenyl-N'-(2-vinyloxy-aethyl)-thioharnstoff；Thiourea, N-(2-(ethenyloxy)ethyl)-N'-phenyl-；1-(2-ethenoxyethyl)-3-phenylthiourea
• CAS: 82520-91-0
• 化学式: C₁₁H₁₄N₂OS
• mdl: MFCD01679946
• 分子量: 222.311
• InChiKey: DQNMYXFLSBXPAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(vinyloxy)ethyl isothiocyanate 、 苯胺 反应 0.05h， 以95%的产率得到N-(2-vinyloxyethyl)-N¹-(phenyl)thiourea
  参考文献：
  名称：

  Nedolya, N. A.; Papsheva, N. P.; Gerasimova, V. V., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 10, p. 1781 - 1784

  摘要：

  DOI：

文献信息

• Unsaturated thioureido ethers, polymers thereof and process of making them
  申请人：ROHM &

  公开号：US02858295A1

  公开（公告）日：1958-10-28

  Compounds of formula CH2=C(R)COO-A-NH-CO-NH2 wherein R is hydrogen or a methyl group and A represents a saturated, divalent, aliphatic or cycloaliphatic hydrocarbon group, may be polymerized or copolymerized with compounds containing at least one vinylidene group. A is preferably an alkylene group containing 2-14 carbon atoms, e.g. an ethylene, propylene or trimethylene group. The polymerization can be carried out in bulk or in solution or emulsion, and may be accelerated by the use of heat, ultraviolet light and free-radical catalysts, e.g. a : a1 - bis - azoisobutyronitrile, methyl azoisobutyrate, ascaridol, tertiary-butyl and cumene hydroperoxides, benzoyl, acetyl, lauroyl, ditertiary-butyl and stearyl peroxides, tertiary-butyl perbenzoate and "per salts" such as ammonium persulphate and ammonium perborate. Specified vinylidene compounds are N-dialkyl acrylamides, e.g. dimethyl and diethyl acrylamide; esters of acrylic, methacrylic and a-chloroacrylic acids, e.g. methyl, ethyl, butyl, octyl and 2-ethylhexyl acrylate, methyl, tertiary-butyl and octyl methacrylate; butyl and lauryl chloroacrylate; vinyl hydrocarbons, e.g. styrene, a-methylstyrene, vinylnaphthalene, vinyltoluene, di- and trivinylbenzene; vinyl and vinylidene chloride; diallyl phthalate and allyl and methallyl esters of saturated aliphatic carboxylic acids, e.g. allyl acetate and methallyl propionate; acrylonitrile and vinylpyridine. Specified ureido esters are b-ureidoethyl acrylate and methacrylate. At least 1 per cent molar and preferably 2-20 per cent of ureido ester is used in the preparation of copolymers. In an example beta-ureidoethyl acrylate and methacrylate are copolymerized with ethyl, butyl and octyl acrylates in an aqueous emulsion containing tert.-octylphenoxypolyethoxyethanol as a dispersing agent and a mixture of ammonium persulphate and sodium hydrosulphite as a catalyst. The copolymer emulsions produced are used in the shrink-proofing of woolen fabric. Specification 759,860 is referred to. ALSO: The invention comprises compounds of formula CH2 = C(R)COO-A-NH-CO-NH2 wherein R represents hydrogen or a methyl group and A represents a saturated, divalent, aliphatic or cycloaliphatic hydrocarbon group preferably containing 2-14 carbon atoms, e.g. ethylene, propylene and trimethylene. The compounds are prepared by reacting ammonia with a isocyanato ester of acrylic or methacrylic acid having the formula CH2 = C(R)COO-A-NCO The reaction is conducted at temperatures of 0-50 DEG C. and preferably in presence of an inert solvent. The examples describe the preparation of b-ureidoethyl acrylate and methacrylate. Specification 759,860 is referred to. ALSO: Woollen fabrics are shrink-proofed by padding them with an aqueous emulsion of a copolymer comprising at least 1 per cent (on a molar basis) of a copolymerized ureido ester of formula:-CH2=C(R)COO-A-NH-CO-NH2 wherein R is hydrogen or a methyl group and A is a saturated, divalent, aliphatic or cycloaliphatic hydrocarbon group, and at most 99 per cent of a copolymerized compound containing a vinyl or vinylidene group, and heating the treated fabric to at least 240 DEG F. Specified vinyl or vinyliden compounds are N-dialkyl acrylamides, e.g. dimethyl and diethyl acrylamide; esters of acrylic, methacrylic and a-chloroacrylic acids, e.g. methyl, ethyl, butyl, octyl or 2 - ethyhexyl acrylate, methyl, tertiary-butyl or octyl methacrylate, or butyl or lauryl chloroacrylate; vinyl hydrocarbons, e.g. styrene, a-methylstyrene, vinylnaphthalene, vinyltoluene or di- and trivinylbenzene; vinyl and vinylidene chloride; diallylphthalate and allyl and methallyl esters of saturated aliphatic carboxylic acids, e.g. allyl acetate or methallyl propionate; acrylonitrile and vinylpyridine. Specified ureido esters are b-ureidoethylacrylate and methacrylate. Specification 759,860 is referred to.

  化学式为CH2=C(R)COO-A-NH-CO-NH2的化合物中，其中R为氢或甲基基团，A代表饱和的、二价的、脂肪族或环脂族碳氢基团，可以与含有至少一个乙烯基团的化合物聚合或共聚。 A最好是含有2-14个碳原子的烷基基团，例如乙烯基、丙烯基或三甲基基团。聚合可以在块状、溶液或乳液中进行，并且可以通过使用热量、紫外线和自由基催化剂加速，例如双(2-氰基)丙酰二(2-氰基)丙烯酰胺、丙烯酸异丁酯、阿斯卡里酮、叔丁基过氧化氢和叔丁基烯基过氧化氢、苯甲酰、乙酰、月桂酰、双叔丁基过氧化氢和硬脂酰过氧化氢、叔丁基过苯甲酸酯和过盐，如过硫酸铵和过硼酸铵。指定的乙烯基化合物包括N-二烷基丙烯酰胺，例如二甲基丙烯酰胺和二乙基丙烯酰胺；丙烯酸、甲基丙烯酸和α-氯丙烯酸的酯类，例如甲基丙烯酸酯、乙基丙烯酸酯、丁基丙烯酸酯、辛基丙烯酸酯和2-乙基己基丙烯酸酯、甲基、叔丁基和辛基甲基丙烯酸酯；丙烯酸丁酯和月桂基氯丙烯酸酯；乙烯烃类化合物，例如苯乙烯、α-甲基苯乙烯、乙烯基萘、乙烯基甲苯、二乙烯基苯和三乙烯基苯；乙烯基和乙烯基氯；邻苯二甲酸二烯丙酯和饱和脂族羧酸醇酯的烯丙基和甲基烯丙基酯，例如丙烯酸烯丙酯和丙烯酸丙酯；丙烯腈和乙烯吡啶。指定的尿素酯是β-尿素乙基丙烯酸酯和甲基丙烯酸酯。在共聚物的制备中至少使用1摩尔百分比，最好是2-20摩尔百分比的尿素酯。在一个示例中，β-尿素乙基丙烯酸酯和甲基丙烯酸酯与乙酸、丁酸和辛酸丙烯酸酯在含有叔辛基酚聚乙氧乙醇作为分散剂和过硫酸铵和亚硫酸氢钠混合物作为催化剂的水乳液中共聚。生产的共聚物乳液用于羊毛织物的防缩处理。参考规范759,860。 此外：该发明涉及化学式为CH2 = C(R)COO-A-NH-CO-NH2的化合物，其中R代表氢或甲基基团，A代表饱和的、二价的、脂肪族或环脂族碳氢基团，最好含有2-14个碳原子，例如乙烯、丙烯和三甲基基团。这些化合物是通过将氨与丙烯酸或甲基丙烯酸的异氰酸酯反应制备的，其化学式为CH2 = C(R)COO-A-NCO。反应在0-50摄氏度的温度下进行，最好在惰性溶剂的存在下进行。示例描述了β-尿素乙基丙烯酸酯和甲基丙烯酸酯的制备。参考规范759,860。 此外：羊毛织物通过使用至少含有1%（以摩尔基础计）共聚化的尿素酯乳液进行填料处理，其中尿素酯的化学式为-CH2=C(R)COO-A-NH-CO-NH2，其中R为氢或甲基基团，A为饱和的、二价的、脂肪族或环脂族碳氢基团，最多含有99%的共聚化合物，其中包含乙烯基或乙烯基基团，然后将处理过的织物加热至至少240华氏度。指定的乙烯或乙烯基化合物包括N-二烷基丙烯酰胺，例如二甲基丙烯酰胺和二乙基丙烯酰胺；丙烯酸、甲基丙烯酸和α-氯丙烯酸的酯类，例如甲基丙烯酸酯、乙基丙烯酸酯、丁基丙烯酸酯、辛基丙烯酸酯和2-乙基己基丙烯酸酯、甲基、叔丁基和辛基甲基丙烯酸酯，或丁基或月桂基氯丙烯酸酯；乙烯烃类化合物，例如苯乙烯、α-甲基苯乙烯、乙烯基萘、乙烯基甲苯或二-和三乙烯基苯；乙烯和乙烯基氯；邻苯二甲酸二烯丙酯和饱和脂族羧酸醇酯的烯丙基和甲基烯丙基酯，例如丙烯酸烯丙酯和丙烯酸丙酯；丙烯腈和乙烯吡啶。指定的尿素酯是β-尿素乙基丙烯酸酯和甲基丙烯酸酯。参考规范759,860。
• Reaction of vinyl ethers of 2-hydroxyethylamines with phenyl isothiocyanate
  作者：B. U. Minbaev、M. F. Shostakovskii

  DOI：10.1007/bf00957941

  日期：1983.2
• Synthesis and immunomodulating activity of N-(2-vinyloxyethyl)thioureas
  作者：N. M. Pinigina、T. I. Samoilova、N. A. Nedolya、N. P. Papsheva、V. V. Gerasimova

  DOI：10.1007/bf00764458

  日期：1989.2
• PINIGINA, N. M.;SAMOJLOVA, T. I.;NEDOLYA, N. A.;PAPSHEVA, N. P.;GERASIMOV+, XIM.-FARMATS. ZH., 23,(1989) N, S. 163-166
  作者：PINIGINA, N. M.、SAMOJLOVA, T. I.、NEDOLYA, N. A.、PAPSHEVA, N. P.、GERASIMOV+

  DOI：——

  日期：——
• NEDOLYA, N. A.;PAPSHEVA, N. P.;GERASIMOVA, V. V.;SHCHERBAKOV, V. V.;TROFI+, ZH. ORGAN. XIMII, 26,(1990) N0, S. 2062-2066
  作者：NEDOLYA, N. A.、PAPSHEVA, N. P.、GERASIMOVA, V. V.、SHCHERBAKOV, V. V.、TROFI+

  DOI：——

  日期：——