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7'-amino-1-ethyl-2,4'-dioxo-2'-thioxo-1',2',3',4'-tetrahydrospiro[indoline-3,5'-pyrano[2,3-d] pyrimidine]-6'-carbonitrile

中文名称
——
中文别名
——
英文名称
7'-amino-1-ethyl-2,4'-dioxo-2'-thioxo-1',2',3',4'-tetrahydrospiro[indoline-3,5'-pyrano[2,3-d] pyrimidine]-6'-carbonitrile
英文别名
7’-amino-1-ethyl-2,4’-dioxo-2’-thioxo-1’,2’,3’,4’-tetrahydrospiro[indoline-3,5’ pyrano[2,3-d]pyrimidine]-6’-carbonitrile;7-amino-1'-ethyl-2',4-dioxo-2-sulfanylidenespiro[1H-pyrano[2,3-d]pyrimidine-5,3'-indole]-6-carbonitrile
7'-amino-1-ethyl-2,4'-dioxo-2'-thioxo-1',2',3',4'-tetrahydrospiro[indoline-3,5'-pyrano[2,3-d] pyrimidine]-6'-carbonitrile化学式
CAS
——
化学式
C17H13N5O3S
mdl
——
分子量
367.388
InChiKey
ULLXICYLEKYXRM-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.4
  • 重原子数:
    26
  • 可旋转键数:
    1
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.18
  • 拓扑面积:
    153
  • 氢给体数:
    3
  • 氢受体数:
    6

反应信息

  • 作为产物:
    描述:
    4,6-二羟基-2-巯基嘧啶1-乙基-1H-吲哚-2,3-二酮丙二腈 在 Ag/SiO2 nanoparticles 作用下, 以 为溶剂, 反应 0.2h, 以90%的产率得到7'-amino-1-ethyl-2,4'-dioxo-2'-thioxo-1',2',3',4'-tetrahydrospiro[indoline-3,5'-pyrano[2,3-d] pyrimidine]-6'-carbonitrile
    参考文献:
    名称:
    百里香提取物环保合成Ag/SiO2纳米粒子及其作为绿色催化剂在螺氧吲哚合成中的应用
    摘要:
    今天,基于合成程序的植物提取物已引起人们对传统方法(如物理和化学程序)合成纳米材料的考虑。纳米材料的绿色合成因其无害、经济、可行的方法等诸多优点而成为人们关注的领域,在生物医学、纳米技术和纳米光电子学等领域具有多种应用,并可作为各种有机转化的催化剂。在这项研究中,银纳米粒子通过 Ag +的原位还原沉积在纳米二氧化硅球的表面上。使用百里香地上部分的水提取物作为天然还原剂和封端剂的离子。紫外-可见 (UV-Vis) 光谱仪、傅里叶变换红外光谱 (FT-IR)、热重分析、扫描电子显微镜与能量色散 X 射线光谱 (SEM-EDS) 和 X 射线粉末衍射记录的结果支持 Ag/SiO 2纳米粒子的生物合成和表征。结果表明Ag/SiO 2纳米粒子的平均尺寸为25-60 nm。Ag/SiO 2纳米粒子作为环境友好型多相催化剂,通过靛红、活化亚甲基试剂和 1,3-二羰基化合物在水介质中的三组分缩合反应合成螺羟吲哚,得到所需产物,产率在
    DOI:
    10.1007/s11164-022-04667-z
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文献信息

  • Protic guanidinium ionic liquid as a green and highly efficient catalyst for the synthesis of functionalized spirochromenes under solvent-free conditions
    作者:Seyed Meysam Baghbanian、Mahmood Tajbakhsh、Maryam Farhang
    DOI:10.1016/j.crci.2013.12.005
    日期:2014.12
    Résumé A simple and efficient method for the synthesis of functionalized spirochromenes is explained using protic guanidinium ionic liquid as a catalyst under solvent-free conditions at room temperature. This procedure is simple, clean, and excellent yields are obtained in short reaction times.
    摘要 本文介绍了一种简单而高效的合成功能化螺二氢呋喃的方法,使用质子型离子液体作为催化剂,在常温无溶剂条件下进行。该步骤简单、清洁,并且在短反应时间内获得优良产率。
  • Immobilization of 1,4-Diazabicyclo[2.2.2]Octane (DABCO) over Mesoporous Silica SBA-15: An Efficient Approach for the Synthesis of Functionalized Spirochromenes
    作者:Robabeh Baharfar、Razieh Azimi
    DOI:10.1080/00397911.2013.789527
    日期:2014.1.2
    Immobilized 1,4-diazabicyclo[2.2.2]octane (DABCO) over mesoporous silica SBA-15 has been found to be an efficient heterogeneous base catalyst for the synthesis of biologically active functionalized spirochromene derivatives via three-component reaction of isatins/acenaphthoquinone, activated methylene reagents, and 1,3-dicarbonyl compounds in aqueous media. This ecofriendly protocol offers several advantages such as a cost-effective procedure with excellent yield, short reaction time, simple workup, recovery and reusability of catalyst, good functional group tolerance, and broad scope of usable substrates. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
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同类化合物

叔-丁基2-(甲磺酰)-5,7-二氢螺[吡喃并[4,3-D]嘧啶并-8,3-吡咯烷]-1-甲酸基酯 乙基7'-氨基-6-氟-2,2',4'-三羰基-1,1',2,2',3',4'-六氢螺[吲哚-3,5'-吡喃并[2,3-d]嘧啶]-6'-羧酸酯 7H-吡喃并[2,3-d]嘧啶-7-酮 7H-吡喃并[2,3-d]嘧啶 7,8-二氢-5H-吡喃并[4,3-D]嘧啶-2-胺 5H-吡喃并[4,3-d]嘧啶 5H-吡喃并[2,3-d]嘧啶 2H-吡喃并[2,3-d]嘧啶-6-甲腈,7-氨基-1,3,4,5-四氢-5-(4-甲氧苯基)-2,4-二羰基- 2,4-二氯-7,8-二氢-5H-吡喃[4,3-d]嘧啶 1H-吡喃并[3,4-d]嘧啶 1H-吡喃并[3,2-d]嘧啶 (5S,7R,8S)-2-methylsulfanyl-5,8-dihydro-7-allyloxymethyl-5-methoxy-pyrano[3,4-d]-pyrimidin-8-ol 5-ethyl-2-[(Z)-1-thiophen-3-ylpentylideneamino]oxy-3H-pyrano[2,3-d]pyrimidine-4,7-dione 5-ethyl-2-[[1-(3-methylbutanoyl)piperidin-4-ylidene]amino]oxy-3H-pyrano[2,3-d]pyrimidine-4,7-dione 5-butyl-2-[(E)-1-(4-cyclohexylpiperazin-1-yl)butylideneamino]oxy-3H-pyrano[2,3-d]pyrimidine-4,7-dione 2,3,3a,9-tetrahydro-5-iodo-2,3,3-trimethylimidazo[5,1-b][1,3]benzoxazin-1-one 2,4-dimethyl-9-methoxy-4,12b-dihydro-1H,7H-chromeno[4',3'-4,5]pyrano[2,3-d]pyrimidine-1,3(2H)-dione 5-methyl-3-{3-[(R)-2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-oxazolidin-5-yl]-propyl}-1H-quinazoline-2,4-dione 7-amino-2-(benzothiazol-2-ylmethyl)-9-phenylthiazolo[4',5':6,5]pyrano[2,3-d]pyrimidine-8(7H)-one 2-[6-[(2-chlorophenyl)methyl]pyridin-2-yl]-7,8-dihydro-5H-pyrano[4,3-d]pyrimidine 8-amino-2-(methylthio)-5-oxo-6-(pyridin-4-yl)-5,6-dihydro-4H-pyrano[2,3-d][1,3]thiazolo[4,5-b]pyridine-7-carbonitrile 5-(4-chlorophenyl)-1,3,8,8-tetramethyl-7,9-dihydro-5H-chromeno[2,3-d]pyrimidine-2,4,6-trione ethyl 7'-amino-2,4'-dioxo-2'-thioxo-1,1',2,2',3',4'-hexahydrospiroindole-3,5'-pyrano[2,3-d]pyrimidine-6'-carboxylate 8-amino-2-(methylthio)-5-oxo-6-(pyridin-3-yl)-5,6-dihydro-4H-pyrano[2,3-d][1,3]thiazolo[4,5-b]pyridine-7-carbonitrile 7-Amino-4-oxo-5-phenyl-2-thioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylic acid ethyl ester 3-(1H-benzoimidazol-2-yl)-3-butyl-5-methyl-dihydro-furan-2-one 3-(1H-benzoimidazol-2-yl)-3-(2-diethylamino-ethyl)-5-methyl-dihydro-furan-2-one 1-{4-[(1R,9S)-3-((S)-3-methyl-morpholin-4-yl)-12-oxa-4,6-diaza-tricyclo[7.2.1.0-2,7]dodeca-2(7),3,5-trien-5-yl]-phenyl}-3-oxetan-3-yl-urea (S)-6-(4-(4-(3-ethylmorpholino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)phenylamino)pyridin-2(1H)-one 3-(1H-benzoimidazol-2-yl)-5-methyl-3-(3-methyl-butyl)-dihydro-furan-2-one 13-(3,4-dimethoxyphenyl)-5,5-dimethyl-2-thioxo-2,5,6,8,9,13-hexahydro-4H-pyrimido[5',4':6,7][1,8]naphthyridino[4,3,2-de]quinazoline-10,12(3a1H,11H)-dione (S)-3-allyl-8-ethyl-4,7-dioxo-2-(phenylcarbamoyl)-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-8-yl acetate 8-{[(2-bromo-3-methylphenyl)oxy]methyl}-1,3-dimethyl-2,3,4,6-tetrahydro-1H-pyrano[3,2-d]pyrimidine-2,4-dione 9-ethyl-6a-methyl-2-phenyl-8,9-dihydro-oxazolo[2,3-b]pyrimido[4,5-d][1,3]oxazin-5-one (S)-1-cyclobutyl-3-(4-(4-(3-methylmorpholino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)phenyl)urea (S)-2-(4-(4-(3-ethylmorpholino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)phenylamino)pyrimidin-4(3H)-one (6aRS,10aRS)-4,6,6a,7,8,9,10,10a-octahydro-2,4,6,6-tetramethyl-1H-<2>benzopyrano<3,4-d>pyrimidine-1,3(2H)-dione 5-ethyl-2-[(E)-1-thiophen-3-ylpentylideneamino]oxy-3H-pyrano[2,3-d]pyrimidine-4,7-dione N3-(methyl 4-deoxy-α-L-threo-hex-4-enopyranosyluronate)-5-fluorouracil 1-{4-[(1S,9R)-3-((S)-3-methyl-morpholin-4-yl)-12-oxa-4,6-diaza-tricyclo[7.2.1.0-2,7]dodeca-2(7),3,5-trien-5-yl]-phenyl}-3-oxetan-3-yl-urea 4,5-dimethyl-12-(4-methoxyphenyl)-2-thioxo-2,4a,7,8,9,10,11,12-octahydrodipyrimido[4,5-b;4',5'-f] [1,8]naphthyridine-9,11-dione 2-[4-[2-hydroxyethyl(methyl)amino]-2-methyl-7-oxopyrimido[5,4-b][1,4]oxazin-8-yl]acetonitrile 5-ethyl-2-[(Z)-1-thiophen-2-ylethylideneamino]oxy-3H-pyrano[2,3-d]pyrimidine-4,7-dione