N-氟-4,6-二甲基吡啶-2-磺酸盐 | 147541-01-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: N-氟-4,6-二甲基吡啶-2-磺酸盐
• 英文名称: N-fluoro-4,6-dimethylpyridinium-2-sulfonate
• 英文别名: 1-Fluoro-4,6-dimethylpyridin-1-ium-2-sulfonate
• CAS: 147541-01-3
• 化学式: C₇H₈FNO₃S
• mdl: MFCD00236127
• 分子量: 205.21
• InChiKey: PCUDTDNTOMIWJB-UHFFFAOYSA-N

物化性质

• 熔点：
  207-212°C (dec.)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-氧代环戊羧酸乙酯 、 N-氟-4,6-二甲基吡啶-2-磺酸盐 以 四氢呋喃 为溶剂， 以85%的产率得到sodium 4,6-dimethyl-2-pyridinesulfonate
  参考文献：
  名称：

  Certain substituted N-fluoropyridiniumsulfonates

  摘要：

  一种代替的N-氟吡啶磺酸盐的化学式为：##STR1## 其中R.sup.1是氢原子、卤素原子或C.sub.1 -C.sub.4烷基或卤代烷基基团，R.sup.2是C.sub.1 -C.sub.4烷基或卤代烷基基团，是一种有效的氟化剂。

  公开号：

  US05374732A1
• 作为产物：
  描述：

  4,6-dimethylpyridine-2-sulfonic acid triethylamine 在 fluorine 作用下， 以 水 、 乙腈 为溶剂， 以78%的产率得到N-氟-4,6-二甲基吡啶-2-磺酸盐
  参考文献：
  名称：

  Highly Selective Fluorinating Agents: a Counteranion-Bound N-Fluoropyridinium Salt System

  摘要：

  A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium-2-sulfonates 2a-h, differing in fluorinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent. N-Fluoropyridinium-3- and -4-sulfonates 3 and 4 were also synthesized. Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides. Thus, phenol, naphthol, phenylurethane, and the trimethylsilyl ether of phenol were exclusively or highly selectively fluorinated at the o-position with 2f-h. Conjugated enol trialkylsilyl ethers of a steroid were regioselectively fluorinated at the 6-position with moderately powerful 2b-e. This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive B-fluorination was achieved. Preferential beta-stereoselective fluorination at the 6-position was observed. N-Fluoropyridinium-2-sulfonates were activated with an acid. This acid-catalyzed fluorination led to the preferential p-fluorination of anisole. The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

  DOI：

  10.1021/jo00125a049
• 作为试剂：
  描述：

  Sodium; 2-ethoxycarbonyl-cyclopent-1-enolate 在 N-氟-4,6-二甲基吡啶-2-磺酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以83%的产率得到1-氟-2-氧代环戊烷-1-羧酸乙酯
  参考文献：
  名称：

  Highly Selective Fluorinating Agents: a Counteranion-Bound N-Fluoropyridinium Salt System

  摘要：

  A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium-2-sulfonates 2a-h, differing in fluorinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent. N-Fluoropyridinium-3- and -4-sulfonates 3 and 4 were also synthesized. Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides. Thus, phenol, naphthol, phenylurethane, and the trimethylsilyl ether of phenol were exclusively or highly selectively fluorinated at the o-position with 2f-h. Conjugated enol trialkylsilyl ethers of a steroid were regioselectively fluorinated at the 6-position with moderately powerful 2b-e. This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive B-fluorination was achieved. Preferential beta-stereoselective fluorination at the 6-position was observed. N-Fluoropyridinium-2-sulfonates were activated with an acid. This acid-catalyzed fluorination led to the preferential p-fluorination of anisole. The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

  DOI：

  10.1021/jo00125a049

文献信息

• 2-FLUORO-1,3-BENZODITHIOL 1,1,3,3-TETRAOXIDE DERIVATIVE, PRODUCTION METHOD THEREOF, AND PRODUCTION METHOD OF MONOFLUOROMETHYL GROUP-CONTAINING COMPOUND USING THE SAME
  申请人：Shibata Norio

  公开号：US20110319637A1

  公开（公告）日：2011-12-29

  A 2-fluoro-1,3-benzodithiol 1,1,3,3-tetraoxide derivative as a monofluoromethyl group introduction agent that is effective as an intermediate in pharmaceutical and agrochemical synthesis, a production method thereof, and a production method of a monofluoromethyl group-containing compound using this 2-fluoro-1,3-benzodithiol 1,1,3,3-tetraoxide derivative are provided. The 2-fluoro-1,3-benzodithiol 1,1,3,3-tetraoxide derivative represented by the following general formula (1) (wherein R 1 , R 2 , R 3 , and R 4 each independently represent a hydrogen atom, a straight-chain or branched alkyl group having 1 to 4 carbon atoms, a straight-chain or branched alkyloxy group having 1 to 4 carbon atoms, a halogen atom, a nitro group, or a cyano group), the production method thereof, and various monofluoromethyl group-containing compounds are manufactured using this 2-fluoro-1,3-benzodithiol 1,1,3,3-tetraoxide derivative as a monofluoromethylating agent.

  一种2-氟-1,3-苯二硫醚-1,1,3,3-四氧化物衍生物作为单氟甲基基团引入剂，可作为制药和农药合成中间体，提供其生产方法，以及使用该2-氟-1,3-苯二硫醚-1,1,3,3-四氧化物衍生物制备含单氟甲基基团的化合物的生产方法。所述2-氟-1,3-苯二硫醚-1,1,3,3-四氧化物衍生物由下述通用式（1）表示（其中R1、R2、R3和R4各自独立地表示氢原子、具有1至4个碳原子的直链或支链烷基基团、具有1至4个碳原子的直链或支链烷氧基基团、卤素原子、硝基团或氰基团），提供其生产方法，并使用该2-氟-1,3-苯二硫醚-1,1,3,3-四氧化物衍生物作为单氟甲基化剂制造各种含单氟甲基基团的化合物。
• Vitamin D3 derivative and treating agent for inflammatory respiratory disease using same
  申请人：TEIJIN LIMITED

  公开号：US20020091109A1

  公开（公告）日：2002-07-11

  Compounds expressed by the following general formula (1), 1 [wherein, R 01 and R 02 are each independently a hydrogen atom or a protecting group for a hydroxyl group; Z is one out of the following formulae (1-1), (1-2), (1-3), (1-4) and (1-5)]. 2 The compounds can be used as active ingredients of treating agents for inflammatory respiratory diseases, malignant tumors, rheumatoid arthritis, osteoporosis, diabetes mellitus, hypertension, alopecia, acne, psoriasis, dermatitis, hypercalcemia, hypoparathyroidism and metabolic disorder of cartilage.

  以下为一般式（1）表示的化合物，其中，R01和R02分别独立地表示氢原子或羟基的保护基团；Z为下列式子（1-1）、（1-2）、（1-3）、（1-4）和（1-5）中的一种。这些化合物可以用作治疗炎症性呼吸道疾病、恶性肿瘤、类风湿性关节炎、骨质疏松症、糖尿病、高血压、脱发、痤疮、银屑病、皮炎、高钙血症、甲状旁腺功能减退症和软骨代谢紊乱的治疗剂的活性成分。
• 1,7,8-Trifluoronaphthalene-2-naphthol, and method for producing liquid crystal compound using same
  申请人：Kusumoto Tetsuo

  公开号：US20060163537A1

  公开（公告）日：2006-07-27

  The present invention provides 1,7,8-trifluoro-2-naphthol and a derivative thereof as intermediates for efficiently producing a trifluoronaphthalene liquid crystal material. A method for efficiently producing a trifluoronaphthalene liquid crystal material using such intermediates is also disclosed. A naphthol derivative having the following general formula (I) is disclosed. A method for producing a trifluoronaphthalene compound having the following general formula (IV), (VI) or (VIII) using the naphthol derivative as a raw material is also disclosed.

  本发明提供了1,7,8-三氟-2-萘酚及其衍生物作为中间体，用于高效生产三氟萘液晶材料。本发明还揭示了使用这些中间体高效生产三氟萘液晶材料的方法。本发明揭示了具有下列一般式(I)的萘酚衍生物。本发明还揭示了使用萘酚衍生物作为原料生产具有下列一般式(IV)、(VI)或(VIII)的三氟萘化合物的方法。
• 1-Fluoro-1,1-Bis-(Phenylsulfonyl)Methane and Production Method Thereof
  申请人：Toru Takeshi

  公开号：US20090131723A1

  公开（公告）日：2009-05-21

  A novel 1-fluoro-1,1-bis(arylsulfonyl)methane is provided which is useful in monofluoromethylation. Also provided is a production method thereof. A method for producing a fluorobis(arylsulfonyl)methane, the method including the steps of: treating a bis(arylsulfonyl)methane represented by the following formula (1), (ArSO 2 ) 2 CH 2 (1) (wherein Ar represents a substituted or unsubstituted phenyl group or naphthyl group) with a base; and then adding a fluorination reagent thereto, to produce fluorobis(arylsulfonyl)methane represented by the following formula (2) (ArSO 2 ) 2 CHF  (2) (wherein Ar is defined as above), and a fluorobis(arylsulfonyl)methane (2) represented by the above formula (2), which is a novel compound that is very useful in producing a monofluoromethyl.

  提供了一种新型的1-氟-1,1-双(芳基磺酰基)甲烷，可用于单氟甲基化。还提供了一种其生产方法。一种制备氟双(芳基磺酰基)甲烷的方法，包括以下步骤：用碱处理以下式子(1)所表示的双(芳基磺酰基)甲烷(ArSO2)2CH2(1)(其中Ar代表取代或未取代的苯基或萘基)，然后加入氟化试剂，制备以下式子(2)所表示的氟双(芳基磺酰基)甲烷(ArSO2)2CHF  (2)(其中Ar的定义如上)，以及上述式子(2)所表示的新型化合物氟双(芳基磺酰基)甲烷(2)，在单氟甲基化生产中非常有用。
• Novel substituted N-Fluoropyridiniumsulfonate, intermediates therefor and preparation processes thereof
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：EP0526849A1

  公开（公告）日：1993-02-10

  A substituted N-fluoropyridiniumsulfonate of the formula: in which R1 is a hydrogen atom, a halogen atom or a C1-C4 alkyl or haloalkyl group, and R2 is a C1-C4 alkyl or haloalkyl group, which is an effective fluorinating agent.

  一种取代的 N-氟吡啶鎓磺酸盐，其式如下 其中 R1 是氢原子、卤素原子或 C1-C4 烷基或卤代烷基，R2 是 C1-C4 烷基或卤代烷基，它是一种有效的氟化剂。