Tag: M.W=100-200

150-78-7, The chemical industry reduces the impact on the environment during synthesis 150-78-7, name is 1,4-Dimethoxybenzene, I believe this compound will play a more active role in future production and life.

To a solution of 1,4- dimethoxybenzene Q-8 (7.5 g, 53.57 mmol) in acetic acid (25 mL) was added a solution of bromine (17.4 g, 108.9 mmol) in acetic acid (5 mL) at room temperature. After stirring for 2h, the solution was cooled to 10 0C. The resulting fine precipitate was filtered, washed with water (20 mL), and dried under vacuum to obtain compound Q-9 (1Og, 63%) as a white solid. TLC Rf = 0.5 (petroleum ether – EtOAc, 9.9:0.1); 1H NMR (CDCl3) delta 7.10 (s, 2H), 3.84 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 1,4-Dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; DJABALLAH, Hakim; ANTCZAK, Christophe; WO2010/129049; (2010); A1;,
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20781-20-8, 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.

A mixture of 2-chloro-6-(2-furyl)-5-pyrimidin-4-ylnicotinonitrile (0.99 g, 3.50 mmol), 3,4- dimethoxybenzylamine (1.19 g, 7.12 mmol) and triethylamine (0.385 g, 3.80 mmol) in ethanol (13 rill) was heated at 175 C for 50. minutes in Biotage Initiator Microwave Synthesizer. The mixture was then poured into water and extracted with ethyl acetate. The organic layer was dried (MgS04) and evaporated. The resultant oil was taken up in dichloromethane (45 mL), polymer supported benzaldehyde resin (4.82 g, 6.03 mmol of active aldehyde residues) was added and the mixture was shaken overnight. The mixture was filtered and the resin was washed with tetrahydrofuran. The combined filtrate and washings were evaporated to give the title compound (1.50 g, 100%) as an oil. 8 1H NMR (CDCl3) : 9.25 (d, 1 H), 8.60 (d, 1 H), 7.98 (s, 1 H), 7.30 (m, 2H), 7.10 (m, 2H), 6.50 (m, 3H), 6.00 (t, 1 H), 4.75 (d, 2H), 3.90 (s, 3H), 3.85 (s, 3H). ESI/MS (m/e, %) : 414 [(M+1) +, 100].

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Reference:
Patent; ALMIRALL PRODESFARMA, SA; WO2005/100353; (2005); A1;,
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93919-56-3, A common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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.

EXAMPLE 81 N-1H-indol-4-yl-N’-[4-(trifluoromethoxy)benzyl]urea 4-(Trifluoromethoxy)benzylamine (0.21 g, 1.1 mmol) and the product of Example 80A (0.16 g, 1 mmol) were treated as described in Example 80B to provide the title compound (0.23 g). mp 177 C.; 1H NMR (300 MHz, DMSO-d6) delta 4.36 (d, 2H), 6.52 (m, 1H), 6.95 (m, 3H), 7.24 (t, 1H), 7.36 (d, 2H), 7.48 (d, 2H), 7.63 (dd, 1H), 8.32 (1H), 11.06 (s, 1H); MS (DCI+) m/z 349.9 (M+H)+; Anal. Calcd. For C17H14N3F3O2: C, 58.63, H, 4.34, N, 12.07. Found: C, 58.51, H, 3.98, N, 12.03.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
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62257-15-2,Some common heterocyclic compound, 62257-15-2, name is 2-Fluoro-5-methoxyaniline, molecular formula is C7H8FNO, 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 3: 2-(2-Fluoro-5-methoxv-phenvlamiotano-4-(2-methanesulfonvl-phenylamiotano)- py?miotadiotane-5-carboxyliotac acid amide (3); Step a: 2-(2-Fluoro-5-methoxy-phenylamiotano)-6-oxo-1 ,6-diotahydro-rhoy?miotadiotane-5-carboxyliotac acid ethyl ester (3a); A mixture of 2-methylsulfonyl-6-oxo-1 ,6-diotahydro-py?miotadiotane-5-carboxyliotac acid ethyl ester (CA Reg No 53554-29-3, 108 mg) and 2-fluoro-5-methoxy-aniotaliotane (CA Reg No 62257-15-2, 90 mg) is heated without solvent in an oil bath of 160 0C After 2h the reaction is cooled, and the residue is crystallized from methanol affording 3a (UPLC method C, tret 1 93 mm, MS 308/ES+)

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9458; (2008); A1;,
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651734-54-2, Adding a certain compound to certain chemical reactions, such as: 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, belongs to ethers-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 651734-54-2.

In a 500-mL round bottom flask, 3.00 g (15.86 mmol) of 2,6-difluoro- 3,5-dimethoxy-phenylamine and 3.13 g (15.86 mmol) of 4-ethylamino-2-methylsulfanyl- pyrimidine-5-carbaldehyde in 150 ml_ of toluene with 1.11 g (4.76 mmol) of camphorsulfonic acid was fitted with a Dean Stark trap and heated at reflux. During the day, the toluene was drained 3 times from the finger, replenished with 100 mL of the solvent and continued heating at reflux under nitrogen atmosphere overnight. The toluene was concentrated in vacuo and dried to give 7.19 g (quantitative) of the title compound. No further purification was necessary. MS (APCI) (m+1)/z 369.1.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/38112; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem