2-氨基-5-碘噻唑 | 41731-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-氨基-5-碘噻唑
• 英文名称: 2-amino-5-iodothiazole
• 英文别名: 5-iodothiazol-2-amine；5-iodo-thiazol-2-ylamine；5-Jod-thiazol-2-ylamin；2-Thiazolamine, 5-iodo-；5-iodo-1,3-thiazol-2-amine
• CAS: 41731-32-2
• 化学式: C₃H₃IN₂S
• 分子量: 226.041
• InChiKey: VPSCGJGRBNAUIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C
• 沸点：
  314.1±15.0 °C(Predicted)
• 密度：
  2.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-5-碘噻唑 、 水 生成 2-氨基噻唑
  参考文献：
  名称：

  Garreau, Bulletin de la Societe Chimique de France, 1954, p. 564,565

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基噻唑 在 碘 、 溶剂黄146 作用下， 反应 24.0h， 以45%的产率得到2-氨基-5-碘噻唑
  参考文献：
  名称：

  Difference in Energy between Two Distinct Types of Chalcogen Bonds Drives Regioisomerization of Binuclear (Diaminocarbene)Pd^II Complexes

  摘要：

  The reaction of cis-[PdCl2(CNXyl)2] (Xyl = 2,6-Me2C6H3) with various 1,3-thiazol- and 1,3,4-thiadiazol-2-amines in chloroform gives a mixture of two regioisomeric binuclear diaminocarbene complexes. For 1,3-thiazol-2-amines the isomeric ratio depends on the reaction conditions and kinetically (KRs) or thermodynamically (TRs) controlled regioisomers were obtained at room temperature and on heating, respectively. In CHCl3 solutions, the isomers are subject to reversible isomerization accompanied by the cleavage of Pd-N and C-N bonds in the carbene fragment XylNCN(R)Xyl. Results of DFT calculations followed by the topological analysis of the electron density distribution within the formalism of Baders theory (AIM method) reveal that in CHCl3 solution the relative stability of the regioisomers (Delta Gexp = 1.2 kcal/mol; Delta Gcalcd = 3.2 kcal/mol) is determined by the energy difference between two types of the intramolecular chalcogen bonds, viz. S center dot center dot center dot Cl in KRs (2.8-3.0 kcal/mol) and S center dot center dot center dot N in TRs (4.6-5.3 kcal/mol). In the case of the 1,3,4-thiadiazol-2-amines, the regioisomers are formed in approximately equal amounts and, accordingly, the energy difference between these species is only 0.1 kcal/mol in terms of Delta Gexp (Delta Gcalcd = 2.1 kcal/mol). The regioisomers were characterized by elemental analyses (C, H, N), HRESI+-MS and FTIR, D-1 (H-1, C-13{1H}) and D-2 (H-1,H-1-COSY, H-1,H-1-NOESY, H-1,C-13-HSQC, H-1,C-13-HMBC) NMR spectroscopies, and structures of six complexes (three KRs and three TRs) were elucidated by single-crystal X-ray diffraction.

  DOI：

  10.1021/jacs.6b09133

文献信息

• 1-Thiazolyl-5-pyridylcarbonyloxyimidazolidinones
  申请人：Velsicol Chemical Corporation

  公开号：US04046768A1

  公开（公告）日：1977-09-06

  This invention discloses new compounds of the formula ##STR1## WHEREIN X is selected from the group consisting of halogen and alkylsulfonyl; R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl and alkynyl; Z is selected from the group consisting of alkyl and halogen; and n is an integer from 0 to 2.

  本发明公开了新化合物的公式##STR1##其中X选自卤素和烷基磺酰基的群体；R.sup.1选自烷基，烯基，卤代烷基和炔基的群体；Z选自烷基和卤素的群体；n为0到2的整数。
• 1-Thiazolyl-5-phenoxy and phenylthioalkanoyloxyimidazolidinones
  申请人：Velsicol Chemical Corporation

  公开号：US04086240A1

  公开（公告）日：1978-04-25

  This invention discloses new compounds of the formula ##STR1## WHEREIN X is selected from the group consisting of halogen and alkylsulfonyl; R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl and alkynyl; m is an integer from 1 to 3; Y is selected from the group consisting of oxygen and sulfur; Z is selected from the group consisting of alkyl, alkenyl, halogen, haloalkyl, alkoxy, alkylthio, nitro and cyano; and n is an integer from 0 to 3.

  本发明披露了新的化合物，其化学式为##STR1## 其中X选自卤素和烷基磺酰基的群；R.sup.1选自烷基，烯基，卤代烷基和炔基的群；m是1至3的整数；Y选自氧和硫的群；Z选自烷基，烯基，卤素，卤代烷基，烷氧基，烷硫基，硝基和氰基的群；n是0至3的整数。
• Thiazolylimidazolidinone esters of furyl and thienyl substituted acids
  申请人：Velsicol Chemical Corporation

  公开号：US04097485A1

  公开（公告）日：1978-06-27

  This invention discloses new compounds of the formula ##STR1## WHEREIN X is selected from the group consisting of halogen and alkylsulfonyl; R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl and alkynyl; m is an integer from 0 to 3; Y is selected from the group consisting of oxygen and sulfur; R.sup.2 is selected from the group consisting of alkyl and halogen; and n is an integer from 0 to 2.

  本发明揭示了新的化合物，其化学式为##STR1##其中X选自卤素和烷基磺酰基的群；R1选自烷基、烯基、卤代烷基和炔基的群；m为0至3的整数；Y选自氧和硫的群；R2选自烷基和卤素的群；n为0至2的整数。
• 1-Thiazolyl-5-hydroxyimidazolidinones
  申请人：Velsicol Chemical Company

  公开号：US04116969A1

  公开（公告）日：1978-09-26

  This invention discloses new compounds of the formula ##STR1## wherein X is halogen; and R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl and ##STR2## wherein R.sup.2 and R.sup.3 are each selected from the group consisting of hydrogen and alkyl.

  本发明揭示了新的化合物，其化学式为##STR1## 其中X是卤素; R.sup.1被选择为由烷基，烯基，卤代烷基和##STR2## 组成的群体，其中R.sup.2和R.sup.3各自被选择为氢和烷基。
• 1-Thiazolyl-5-acyloxyimidazolidinones
  申请人：Velsicol Chemical Company

  公开号：US04118390A1

  公开（公告）日：1978-10-03

  This invention discloses new compounds of the formula ##STR1## wherein X is selected from the group consisting of halogen and alkylsulfonyl; R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl and alkynyl; and R.sup.2 is selected from the group consisting of alkyl, alkenyl, haloalkyl, alkynyl, alkoxyalkyl, cycloalkyl and ##STR2## WHEREIN P IS AN INTEGER FROM 0 TO 2; Y is selected from the group consisting of alkyl, alkenyl, halogen, haloalkyl, alkoxy, alkylthio, nitro and cyano; and m is an integer from 0 to 3.

  本发明揭示了新的化合物，其化学式为##STR1##其中X选自卤素和烷基磺酰基的群; R.sup.1选自烷基，烯丙基，卤代烷基和炔基的群; R.sup.2选自烷基，烯丙基，卤代烷基，炔基，烷氧基烷基，环烷基和##STR2##其中P是0到2的整数；Y选自烷基，烯丙基，卤素，卤代烷基，烷氧基，烷硫基，硝基和氰基的群；m是0到3的整数。