S-(1,1-dimethylbutyl)thiuronium toluene-p-sulfonate

• 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: S-(1,1-dimethylbutyl)thiuronium toluene-p-sulfonate
• 英文别名: 2-Methyl-pentan-2-thiouronium；toluene-4-sulfonic acid; 2-(1,1-dimethyl-butyl)-isothiourea salt；[Amino(2-methylpentan-2-ylsulfanyl)methylidene]azanium;4-methylbenzenesulfonate
• 化学式: C₇H₈O₃S*C₇H₁₆N₂S
• 分子量: 332.488
• InChiKey: CSUKNSWCZMSCSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-(1,1-dimethylbutyl)thiuronium toluene-p-sulfonate 在 sodium cyanide 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 生成 2-甲基-2-戊烷硫醇
  参考文献：
  名称：

  Organic Preparations with Molar Amounts of Volatile Malodorous Thiols

  摘要：

  Thiols are indispensable for the preparation of many organic sulfur compounds. Their strong smell and use for gas leakage perception render it almost impossible to work with them without arousing public attention. Molar amounts of the very odoriferous thiol 2-methyl-2-propanethiol (t-butylthiol) are needed, for example, for the large-scale synthesis of two useful synthetic building blocks, 1,2,4,5-tetrakis(t-butylthio)benzene and tetramethylbenzo-2,2,6,6-[1,2-d;4,5-d']bis[1,3]dithiol. We investigated an array of alternatives to circumvent the problem: (1) alternative thiols (primary, long-chain, tertiary thiols of larger molar mass); (2) exhaust cleaning methods (adsorption, oxidation, conversion to a salt); and (3) thermal exhaust treatment. Only combustion of the fumehood exhaust with domestic gas at 900 degrees C in a regenerative thermal oxidation unit was able to completely prevent the thiol smell from escaping. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.640968
• 作为产物：
  描述：

  2-甲基-2-戊醇 、 对甲苯磺酸 、 硫脲 在 氢溴酸 作用下， 生成 S-(1,1-dimethylbutyl)thiuronium toluene-p-sulfonate
  参考文献：
  名称：

  An Improved Synthesis of Carbamates

  摘要：

  DOI：

  10.1021/jo01047a033

文献信息

• An Improved Synthesis of Carbamates
  作者：Bernard Loev、Minerva F. Kormendy

  DOI：10.1021/jo01047a033

  日期：1963.12
• NEUROPEPTIDE Y5 RECEPTOR ANTAGONISTS
  申请人：SCHERING CORPORATION

  公开号：EP1086078B1

  公开（公告）日：2003-02-05
• US6329395B1
  申请人：——

  公开号：US6329395B1

  公开（公告）日：2001-12-11
• [EN] NEUROPEPTIDE Y5 RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RECEPTEURS Y5 NEUROPEPTIDIQUES
  申请人：SCHERING CORPORATION

  公开号：WO1999064394A1

  公开（公告）日：1999-12-16

  (EN) Compounds of formula (I) or a pharmaceutically acceptable salt thereof, wherein a and b are 0-2, provided that the sum is 0-3; Q is (i) or (-N=); X is -O-, -S-, -SO-, -SO2-, -CH(OR8)-, -C(O)-, -C(R23)2-, optionally substituted alkenyl, alkynyl or (ii); R1 is optionally substituted aryl, heteroaryl, substituted amino, alkyl-OC(O)R8, aryloxyalkyl, (iii) wherein m is 1-4, or (iv) wherein d and e are 0-2; R2, R3, R4 and R5 are H, alkyl, optionally substituted cycloalkyl, halogen, -OR8, -N(R8)2, -CO2R8 or CF3; R6 and R7 are H, alkyl, alkenyl, hydroxyalkyl, aminoalkyl, alkoxyalkyl, cycloalkyl or cycloalkylalkyl, or R6 and R7, form a 3-7-membered carbocyclic ring, or a 4-7-membered heterocyclic ring; R8 is H, alkyl, cycloalkyl, optionally substituted aryl or heteroaryl; R9 is alkyl, cycloalkyl, optionally substituted aryl or heteroaryl; R11 is H, alkyl or cycloalkyl; and R23 is R8 or halogen; are claimed, as well as additional novel compounds; also claimed are pharmaceutical compositions and methods of using said novel compounds in the treatment of eating disorders and diabetes.(FR) Sont revendiqués des composés de la formule (I) ou un sel acceptable sur le plan pharmaceutique de ceux-ci, dans laquelle a et b représentent 0-2, à condition que la somme soit comprise entre 0 et 3; Q représente (i) ou (-N=); X représente -O-, -S-, -SO-, -SO2-, -CH(OR8)-, -C(O)-, -C(R23)2-, alcényle facultativement substitué, alkynyle ou (ii); R1 représente aryle facultativement substitué, hétéroaryle, amino substitué, alkyle -OC(O)R8, aryloxyalkyle, (iii) dans lequel m est compris entre 1 et 4, ou (iv) dans lequel d et e sont compris entre 0 et 2; R2, R3, R4 et R5 représentent H, alkyle, cycloalkyle facultativement substitué, halogène, -OR8, N(R8)2, -CO2R8 ou CF3; R6 et R7 représentent H, alkyle, alcényle, hydroxyalkyle, aminoalkyle, alcoxyalkyle, cycloalkyle ou cycloalkylalkyle, ou R6 et R7 forment un cycle carbocyclique de 3-7 éléments, ou un cycle hétérocyclique de 4-7 éléments; R8 représente H, alkyle, cycloalkyle, aryle ou hétéroaryle facultativement substitué; R9 représente alkyle, cycloalkyle, aryle ou hétéroaryle facultativement substitué; R11 représente H, alkyle ou cycloalkyle; et R23 représente R8 ou halogène; de même que de nouveaux composés additionnels; sont également revendiquées des compositions pharmaceutiques et des méthodes d'utilisation desdits nouveaux composés dans le traitement de troubles alimentaires et du diabète.
• Organic Preparations with Molar Amounts of Volatile Malodorous Thiols
  作者：Diana Müller、Klaus Adelsberger、Peter Imming

  DOI：10.1080/00397911.2011.640968

  日期：2013.5.15

  Thiols are indispensable for the preparation of many organic sulfur compounds. Their strong smell and use for gas leakage perception render it almost impossible to work with them without arousing public attention. Molar amounts of the very odoriferous thiol 2-methyl-2-propanethiol (t-butylthiol) are needed, for example, for the large-scale synthesis of two useful synthetic building blocks, 1,2,4,5-tetrakis(t-butylthio)benzene and tetramethylbenzo-2,2,6,6-[1,2-d;4,5-d']bis[1,3]dithiol. We investigated an array of alternatives to circumvent the problem: (1) alternative thiols (primary, long-chain, tertiary thiols of larger molar mass); (2) exhaust cleaning methods (adsorption, oxidation, conversion to a salt); and (3) thermal exhaust treatment. Only combustion of the fumehood exhaust with domestic gas at 900 degrees C in a regenerative thermal oxidation unit was able to completely prevent the thiol smell from escaping. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.