Category: iodides-buliding-blocks

Electric Literature of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

500mL round-bottom flask reactor, methyl 5-bromo-2-iodo benzoate (25.0g, 73mmol) in 4-dibenzofuran boronic acid [0410] (18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g, 146.7mmol) put the toluene 125 mL, tetrahydrofuran 125mL, water 50 mL. The temperature of the reactor was 80 C, 10 hours was stirred. When the reaction is complete cool down the temperature of the reactor to room temperature, extracted with ethyl acetate and the organic layer was separated It was. The organic layer was concentrated under reduced pressure and separated by column chromatography to give the intermediate 1-a. (75.0g, 60.1%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-bromo-2-iodobenzoate, its application will become more common.

Reference:
Patent; SFC CO LTD; PARK, SEOK BAE; SONG, JU MAN; LEE, YUR IM; KIM, HEE DAE; PARK, SANG WOO; JEONG, KYUNG SEOK; CHA, SOON WOOK; (96 pag.)KR2015/130206; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-77-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 628-77-3 name is 1,5-Diiodopentane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Diiodopentane (0.63 mL, 4.21 mmol, 5 eq) and potassium carbonate (116 mg, 0.84 mmol, Ieq) were added to a solution of phenol 64 (400 mg, 0.84 mmol) in acetone (4 mL, dried overmolecular sieves). The reaction mixture was then warmed to 60C and stirred for 6 hours. Acetone was removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 50/50, v/v, hexane/ethyl acetate,). Pure fractions were collected and combined and excess eluent was removed to provide 15in 90% yield. LC/MS, 3.90 mm (ES+) m/z (relative intensity)670.91 ([M], 100). 1H NMR (400MHz, CDCI3) 5 7.23 (s, I H), 6.69 (s, I H), 6.60 (s, I H), 5.87 (d, J = 8.8 Hz, I H), 5.83 – 5.68(m, J = 5.6 Hz, I H), 5.15 – 5.01 (m, 2H), 4.67 -4.58 (m, I H), 4.45 – 4.35 (m, I H), 4.04 – 3.93(m, 2H), 3.91 (s, 3H), 3.73 (td, J= 10.0, 3.8 Hz, IH), 3.25-3.14 (m, J= 8.5, 7.0 Hz,2H), 2.92 (dd, J= 16.8, 10.3 Hz, IH), 2.38 (d, J= 16.8 Hz, IH), 1.95-1.81 (m, 4H), 1.77 (s,3H), 1.64-1.49 (m, 2H), 0.88 (s, 9H), 0.25 (s, 3H), 0.23 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.

Reference:
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;; ; Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52534; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 612-55-5, name is 2-Iodonaphthalene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 612-55-5, Recommanded Product: 612-55-5

General procedure: A 100mL flask was charged with Pd(PPh3)Cl2 (70 mg, 0.1 mmol) and CuI (38 mg, 0.2 mmol). After the flask was evacuated and refilled with argon, NEt3 (20 mL) was added and the suspension was stirred at room temperature. A solution of iodobenzene (10a, 2.04 g, 10 mmol) and propargyl alcohol (616 mg, 11 mmol) in NEt3 (10 mL) was added to the suspension. After the reaction was complete (monitored by TLC), the mixture was filtered through a plug of Celite and washed with EtOAc (20 mL x 3). The combined solution was concentrated and purified by column chromatography on silica gel (Hexane/EtOAc 3:1, v/v) to afford 3-phenylprop-2-yn-1-ol (11a, 1.24 g, 94% yield) as a yellow oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Xu, Bin; Gartman, Jackson A.; Tambar, Uttam K.; Tetrahedron; vol. 73; 29; (2017); p. 4150 – 4159;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 618-91-7

General procedure: To a solution of 3 (117mg, 1.0mmol), methyl 4-iodobenzoate (288mg, 1.1mmol), Pd(PPh3)2Cl2 (21mg, 0.03mmol), and CuI (5mg, 0.03mmol) in the mixture of THF (20mL) and triethylamine (20mL) was added under a nitrogen atmosphere. After being stirred at 70C for 6h, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography with dichloromethane/petroleum ether (1:2, v/v) as the eluent to afford the pure product 5a (221mg, 0.88mmol) as a light brown powder in 88% yield.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Zhiqiang; Ge, Haojie; Han, Xie; Liu, Sheng Hua; Meng, Xiang-Gao; Yin, Jun; Tetrahedron; vol. 73; 44; (2017); p. 6386 – 6391;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 7681-82-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7681-82-5 as follows.

A mixture of the platinum vinylcarbene 8 (200mg, 0.261mmol) and NaI (391mg, 2.61mmol) in THF (15mL) was stirred for 5minat room temperature. All volatiles of the reaction mixture were removed under vacuum. The residue was extracted with DCM (5mL×2) and dried under reduced pressure to provide complex 14A as a yellow solid. Yield: 95% (235mg, 0.247mmol). 1H NMR (400MHz, CD2Cl2): delta 7.84 (d, J=1.8Hz, 1H, CH=CPh2) 7.63-7.68 (m, 6H), 7.38-7.49 (m, 19H), 5.04 (q, J=7.1Hz, 2H, CH2), 1.09 (t, J=7.1Hz, 3H, CH3). 31P{1H} NMR (162MHz, CD2Cl2): delta 8.6 (s, JPtP=2118.8Hz). 13C{1H} NMR (100MHz, CD2Cl2): delta 269.9 (d, J=141.3Hz, Pt=C), 154.9 (d, J=2.5Hz, HC=CPh2), 139.6 (ipso-CPh2), 138.3 (ipso-CPh2), 134.6 (d, J=10.8Hz, o- or m-PPh3), 133.5 (d, J=8.0Hz, HC=CPh2), 130.9 (d, J=50.0Hz, ipso-PPh3), 130.3, 129.6 (d, J=1.9Hz, p-PPh3), 129.2, 129.0, 128.0, 127.8, 127.2, 127.0 (d, J=9.8Hz, o- or m-PPh3), 79.2 (d, J=3.5Hz, CH2), 12.1 (CH3). Anal. Calcd. for C35H31I2OPPt: C, 44.37, H, 3.30. Found: C, 44.44, H, 3.49.

According to the analysis of related databases, 7681-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ruan, Wenqing; Shi, Chuan; Sung, Herman H.Y.; Williams, Ian D.; Jia, Guochen; Journal of Organometallic Chemistry; vol. 880; (2019); p. 7 – 14;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19718-49-1, HPLC of Formula: C8H8INO2

General procedure: A solution of 2-iodoaniline (333.6 mg, 1.52 mmol, 1.0 equiv) in DCM (5.0 mL) was added with Et3N (0.23 mL, 166.9 mg, 1.65 mmol, 1.1 equiv). The reaction solution was cooled at 0 C and acetyl chloride (0.28 mL, 308 mg, 3.92 mmol, 2.6 equiv) was added into the cooled solution. The resulting mixture was warmed to stir at room temperature overnight. Upon completion, thereaction was added with water and the separated aqueous phase was extracted with EtOAc (3xtimes). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4 and concentrated under reduced pressure. The crude material was purified by SiO2 column chromatography eluting with 30% EtOAc-hexane to yield 387.9 mg (98%) of the corresponding N-(2-iodophenyl)acetamide as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 76801-93-9, SDS of cas: 76801-93-9

In a three-necked flask equipped with a stirrer and a reflux condenser, a solution of 5-amino-N, N-bis-(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide (84.6 g, 0.12 mol) N,N’-dimethyl acetamide 172ml, stirring, heating to 50 C dissolved, cooled to 10 C, add chloroacetyl chloride 62ml (88.09g, 0.78mol) dropwise for about 30 minutes, heated to 50 C stirring for 3h, cooling to 0 ~ 10 C, at 10 C, dropping 10mol / L sodium hydroxide solution 156ml, room temperature stirring 1h. After adding 100 ml of water, 59 ml of 1N hydrochloric acid was added dropwise, and the mixture was allowed to stand overnight. The filtrate was washed with water and dried to give 83.2 g of a yield of 90.0%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Hou, Xianshan; Wang, Junyan; (11 pag.)CN106336362; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 340825-13-0

A solution of JR-2-methyl-CBS-oxazaborolidine (MCBSOB, 3.7 mL (3.7 mmoles) 1.0 M in toluene) and borane-diethylaniline complex (BDEA, 7.5 mL, 42 mmoles) in 40 mL toluene was heated to 30. A solution of 6-iodo-3,4-dihydro-2H-naphthalen-l-one (10 grams,36.8 mmoles) in 40 mL toluene was added dropwise over 2.5 hours. The reaction mixture was stirred for an additional 0.5 hour at 30. To the solution (at room temperature) was added 20 mL methanol. After 0.25 hour, 50 mL IN hydrochloric acid was added slowly. The mixture was stirred for 20 minutes then it was extracted with 200 mL ethyl ether. The organic phase was washed with IN hydrochloric acid, water, and saturated sodium chloride . The organic phase was dried (magnesium sulfate) and concentrated under reduced pressure. To the oily residue was added 100 mL hot hexane. When crystallization was complete, the white solid was collection and dried to give S-6- iodo-l,2,3,4-tetrahydro-naphthalen-l-ol, 9.62 grams (95%). m.p. 102-103, M+’ = 274, [alpha]D = +12.2 (c = 1, chloroform).

The synthetic route of 6-Iodo-3,4-dihydronaphthalen-1(2H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/66790; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 104539-21-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 104539-21-1 name is 1-Iodo-2-(2-methoxyethoxy)ethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Individual solutions of N-(trimethylsilyl)methyl-N-benzylamine (15.5 mmol) in MeCN (100 mL) containing K2CO3 (31 mmol) and alkyl halide (30 mmol of 1-hexyl bromide, 2-(2-methoxyethoxy)ethyl iodide, ethyl 2-bromopropionate) were stirred for 12 h at room temperature and concentrated in vacuo to give residues that were triturated with CH2Cl2. The triturates were dried and concentrated in vacuo to afford residues, which were subjected to column chromatography (EtOAc: Hex=1: 8) to yield 19 (81 %), 22 (90 %) and 23 (44 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2-(2-methoxyethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Article; Lim, Suk Hyun; Cho, Dae Won; Mariano, Patrick S.; Tetrahedron; vol. 74; 3; (2018); p. 383 – 391;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 144-48-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 144-48-9, name is 2-Iodoacetamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) To a solution (10 mL) of 5- { [ (tert- butoxycarbonyl) amino] methyl}-6-isobutyl-2-methyl-4- (4- methylphenyl) nicotinic acid (500 mg, 1.22 mmol) in N, N- dimethylformamide were added 2-iodoacetamide (673 mg, 3.64 mmol) and potassium carbonate (337 mg, 2.44 mmol) and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 2-amino-2-oxoethyl 5- { [ (tert-butoxycarbonyl) amino] methyl}-6-isobutyl-2-methyl-4- (4- methylphenyl) nicotinate (570 mg, yield 99%) as an oil. H-NMR (CDCl3) 6 : 0.98 (6H, d, J = 6.8 Hz), 1.39 (9H, s), 2. 17- 2.31 (1H, m), 2.39 (3H, s), 2.57 (3H, s), 2.80 (2H, d, J = 7.2 Hz), 4.13-4. 18 (2H, m), 4.23 (lui, brs), 4.40 (2H, s), 5.12 (2H, brs), 7.12 (2H, d, J = 7.7 Hz), 7.25 (2H, d, J = 7.9 Hz).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Iodoacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/42488; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com