Tag: M.W=100-200

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 14869-41-1 as follows. Computed Properties of C4H7ClO3

2-(2-Chloroethoxy)acetic acid (1.0 g, 7.2 mmol) was dissolved in dichloromethane (10.0 mL)Then oxalyl chloride (1.2 mL, 14 mmol) was added and stirred at room temperature for 4 hours.Evaporate the solvent under reduced pressure.The crude product was used directly in the next reaction.

According to the analysis of related databases, 14869-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Wang Xiaojun; Zuo Yinglin; Yu Chuan; Yang Chuanwen; Wang Jiancheng; Li Jing; Cao Shengtian; Wu Fangyuan; Zhang Yingjun; S ¡¤geerdeman; (79 pag.)CN108690016; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

Saturated NaHC03 (100 mL) was added to a solution of (2,4- dimethoxyphenyl)methanamine (10 mL, 66.4 mmol) in CH2CI2 (100 mL) and the mixture was stirred vigorously at 25 C for 15 min. Then thiophosgene (10 mL, 131 mmol) was added via syringe to the bottom layer. The mixture was stirred at 25 C for 1.5 h. The aqueous layer was separated and the organic layer was washed with brine (100 mL), dried over NaSC>4, filtered, and concentrated in vacuo to afford l-(isothiocyanatomethyl)-2,4-dimethoxy benzene. HNMR (400 MHz, CDCI3): delta 7.19 (d, J = 7.6 Hz, 1H), 6.47-6.50 (m, 2H), 4.61 (s, 2H), 3.84 (s, 3H), 3.82 (s, 3H).

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; KHAN, Tanweer, A.; CUMMING, Jared, N.; OLSEN, David, B.; BODDEY, Justin, A.; COWMAN, Alan, F.; SLEEBS, Brad, E.; (86 pag.)WO2017/142825; (2017); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, A new synthetic method of this compound is introduced below., Product Details of 102-52-3

100 g of Compound 1 was added to 96 ml of water, and 5.4 ml of hydrochloric acid and 105.6 g of liquid bromine were slowly added dropwise at 0 C, and stirred at room temperature overnight.The water was spun off at 45 C, filtered, and the solid was washed several times with PE: EA and dried to give 50 g of Intermediate 3.

The synthetic route of 102-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yaoya Science And Technology (Shanghai) Co., Ltd.; Zeng Zhaosen; Liang Yonghong; (6 pag.)CN109824586; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1758-46-9, name is 2-Phenoxyethylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H11NO

[0070] [6-CHLORO-N- (2-METHOXYBENZYL)-NAPOS;- (2-PHENOXYETHYL)- [1,] 3, 5] triazine- 2, 4-diamine (3). Procedure 1 : 1.00 eq. of 2 in [CH2C12] is cooled to ODC under nitrogen and Et3N or Hunig’s base (3.00 eq. ) is added. To the stirring solution, 1.00 eq. [OF 2-PHENOXY-ETHYLAMINE] is added dropwise. The temperature rises several degrees upon completion of addition ; warming is then allowed to continue until the reaction reaches room temperature. The reaction is allowed to stir at room temperature for 12 hours and then the mixture is partitioned between [CHUCK] and 1.0 N [HC1.] The acid layer is extracted once with [CH2C12] and then the pooled [CH2C12] layers washed several times with H20 and once with brine. The [CH2CI2] extract is dried over [NA2S04,] and the solvent removed under reduced pressure to provide crude 3, which is purified by flash chromatography using 1: 4 ethyl acetate (EtOAc)/hexanes as eluent. [0071] Procedure 2: 1.00 eq. of 2 in CH2C12 is cooled to [OOG] under nitrogen and Et3N or Hunig’s base (3.00 eq. ) is added. To the stirring solution, 1.00 eq. of 2- [PHENOXY-ETHYLAMINE] is added dropwise. The temperature rises several degrees upon completion of addition; warming is then allowed to continue until the reaction reaches room temperature. The resulting mixture is heated to [100¡ãC] for 30 minutes, cooled to room temperature, and partitioned between [H20/CH2C12.] The aqueous layer is extracted with [CH2C12] and combined organic extracts were dried over [NA2S04.] The solvent is removed under reduced pressure and the resulting residue is purified by flash chromatography [(1] : 4 EtOAc/hexanes) to yield 3.

The synthetic route of 1758-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELLULAR GENOMICS, INC.; WO2004/820; (2003); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 22483-09-6, 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 22483-09-6 as follows.

A solution of phthalic anhydride (10.00 g), aminoacetaldehyde (7.81 g) and N,N-diisopropylethylamine (13.09 g) in toluene under an atmosphere of nitrogen was heated at 120 C for 16 h and then quenched with NH4C1(aq) (100 mL, 2 M). The aqueous phase was extracted with ethyl acetate (3×50 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate, filtered. The filtrate was concentrated to get the crude residue S-I-I (15.49 g, y: 98%).

According to the analysis of related databases, 22483-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATIONAL HEALTH RESEARCH INSTITUTES; SHIH, Chuan; SHIA, Kak-Shan; WU, Chien-Huang; CHOI, Ming-Chen; SONG, Jen-Shin; WANG, Yun; (84 pag.)WO2018/132326; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H12FNO

Intermediate 29 Ethyl 7-chloro-4-{[4-fluoro-2-(propan-2-yloxy)phenyl]amino}-5-methyl^ d]pyrimidine-6-carboxyla te A mixture of Intermediate 28 (320 mg, 1.17mmol), 4-fluoro-2-isopropoxyaniline (179 muIota, 1.17 mmol) and PTSA (22 mg, 0.117 mmol) in IPA (15 ml) was stirred and heated at 60″C for 3 hours. The reaction was allowed to cool to rt and then concentrated to dryness. The residue was diluted with DCM and washed with sat. NaHCOs (aq). The aqueous phase was re-extracted with DCM. The combined organic phases were dried and concentrated. The crude product was pre-absorbed on to silica gel prior to purification by flash chromatography on silica gel eluting with 40:1 DCM: IPA to give a pale beige coloured solid (395 mg, 83 %). 1H NMR (400 MHz, DMSO-d6) delta ppm 1 ,27 (d, J=5.95 Hz, 6 H), 1.38 (t, J=7.10 Hz, 3 H), 4.31 (s, 3 H), 4.37 – 4.47 (m, 2 H), 4.73 (dt, J=12.02, 6.13 Hz, 1 H), 6,77 – 6.86 (m, 1 H), 7.07 (dd, J=10.99, 2.75 Hz, 1 H), 8.27 (dd, J=8.70, 6.41 Hz, 1 H), 8.38 (s, 1 H), 8.43 (s, 1 H)

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; LEWIS, Stephen; OSBORNE, Joanne; (106 pag.)WO2017/85483; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 1484-26-0, A common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, molecular formula is C13H13NO, 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.

Synthesis of Compound 113To a stirred solution of compound 1703 (200 mg, 1.26 mmol) in DCM (10 rnL) was added N-methylmorpholine (0.41 rnL, 3.79 mmol) and 3-benzyloxy-phenylamine (251 mg, 1.26 mmol) at 00C. The reaction mixture was stirred at room temperature overnight. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under vacuum to remove DCM. The residue was dissolved in water and extracted with ethyl acetate (2 x 50 mL), and the organic layer was washed with brine and dried over anhydrous sodium sulfate to afford coupled product 113 (120 mg, 28percent) with HPLC purity of 91.4percent. Mass: 340 [M+H]; 1H NMR (500 MHz, CDCl3): delta 1.35 (m, 5H), 1.6-1.85 (m, 6H), 4.1 (d, IH), 5.1 (s, 2H), 6.78 (m, IH), 7.08 (m, IH), 7.2-7.6 (m, 7H), 8.38 (s, IH).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARETE THERAPEUTICS, INC.; WO2008/73623; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 216067-66-2,Some common heterocyclic compound, 216067-66-2, name is O-(2,4-Dimethoxybenzyl)hydroxylamine, molecular formula is C9H13NO3, 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.

INTERMEDIATE 3 Preparation of 5- (3-Formvl-ph)-furan-2-carboxylic acid 2 4-dimethoxv-benzyloxv)- amide The title compound was made by method analogous to INTERMEDIATE 2. Alternatively, it was also made by the following method. The acid (25) which was made by method analogous to INTERMEDIATE 1, was reacted with protected hydroxylamine (24) by using N, N’-Dicyclohexylcarbodiimide (DCC) as coupling reagent. The resulting bromide (26) was used for Suzuki coupling to give the title compound (28).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route O-(2,4-Dimethoxybenzyl)hydroxylamine, its application will become more common.

Reference:
Patent; S*BIO PTE LTD; WO2005/40161; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 21388-17-0,Some common heterocyclic compound, 21388-17-0, name is 2-Ethyl-6-methoxynaphthalene, molecular formula is C13H14O, 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.

EXAMPLE 9 Preparation of 2-Methoxy-6-(1-Bromoethyl) Naphthalene: A mixture of 1.0 gram of 2-methoxy-6-ethylnaphthalene and 1.05 grams of N-bromosuccinimide in 10.0 ml. of carbon tetrachloride was refluxed for 1 hour. During this time, the solids migrated from the bottom of the reaction flask to the top. The mixture was cooled to room temperature and the solids were separated from the liquid by filtration on a small suction filter funnel. The carbon tetrachloride solvent was removed using a rotary vacuum evaporator. The yield was 1.55 grams of a pale oil that solidified at room temperature. Based on 1 H nuclear magnetic resonance data, the product had a structure consistent with that of 2-methoxy-6- (1-bromoethyl) naphthalene.

The synthetic route of 21388-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amoco Corporation; US5235115; (1993); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 102-52-3, A common heterocyclic compound, 102-52-3, name is 1,1,3,3-Tetramethoxypropane, molecular formula is C7H16O4, 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.

A glass-made reactor (inside volume: 2L) equipped with a condenser, thermometer, gas-blowing tube and stirrer was charged with 500 g of 2-methoxy ethanol, into which 36.5 g (1.00 mol) of hydrogen chloride gas was blown at 15C in 1 hour to be dissolved therein, and then 82.0 g (0.50 mol) of malondialdehyde bisdimethylacetal(1,1,3,3-tetramethoxypropane) was added at 10C. Then, 137.0 g (1.10 mols) of 2,3-dimercapto-1-propanol was added immediately to the above mixture at the same temperature, and the resultant mixture was stirred at 25C for 12 hours. After the starting compound was confirmed to disappear by gas chromatography, the reaction mixture was added, with stirring, to 1000 g of water in 30 minutes. The resultant mixture was subjected to extraction with chloroform and washing with water, and separation to obtain an organic phase. Chloroform was distilled at 45C under a vacuum to obtain a singly yellowish, transparent liquid crude product. The crude product thus prepared was purified by silica gel column chromatography (developing solvent: using mixed solvent of toluene/ethyl acetate: 60/40), to obtain 92.4 g (0.325 mol) of the dihydroxy compound represented by the following formula, which was a lightly yellowish crystal, as Example Compound No. (2-a-2). Its yield was 65% on malondialdehyde bisdimethylacetal as the starting compound. ? 270MHz 1H-NMR delta (CDCl3); 2.18 to 2.33 (m, 2H), 3.15 to 3.38 (m, 4H), 3.42 to 3.68 (m, 4H), 3.72 to 3.88 (m, 2H), 4.47 (dq, 2H), 4.72 to 4.78 (m, 2H) ? EI-MS: 284(M)

The synthetic route of 102-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsui Chemicals, Inc.; EP1388540; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem