Category: 1943-79-9

A common compound: 1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1943-79-9

(2) A mixture of t-butyl 2-{[(3-fluoroalinino)carbothioyl]amino}ethylcarbamate (1.81g) prepared in above (1), alpha-bromo-4′-morpholinoacetophenone (1.56g) and ethanol (20ml) was stirred at 45C under nitrogen atmosphere. One hour later, resulted crystals were filtered to give tert-butyl {2-[2-[(3-fluorophenyl)imino]-4-(4-mnorpholinophenyl)thiazol-3(2H)-yl]ethyl}carbamate (1.76g). A mixture of thus obtained compound (1.76g), methanol (5ml) and 4N-HCl dioxane (50ml) was stirred at room temperature. Three hours later, the reaction mixture was concentrated in vacuo, and the insoluble materials were filtered off to give N-[3-(2-aminoethyl)-4-(4-morpholinophenyl)thiazol-2(3H)-idene]-3-fluoroaniline (1.57g). To a mixture of thus obtained compound (1.57g), aqueous 2N-sodium hydroxide solution (10ml) and tetrahydrofuran (20ml) was added phenyl N-methylcarbamate (907mg), and the mixture was stirred at 55C. Three hours later to the reaction mixture was added water, and the mixture was extracted with ethyl acetate. An organic layer was washed with brine and dried over sodium sulfate. After removal of the solvent in vacuo, the residue was crystallized from methanol to give the titled compound (810mg) as needles. mp:190-191C IR (KBr, cm-1): 3328, 2949, 2852, 1618, 1595, 1577. 1H-NMR (CDCl3): delta2.69 (3H, d, J=4.8), 3.26 (4H, t, J=4.8), 3.45 (2H, m), 3.89-3.93 (6H, m), 5.10-5.60(2H, m), 5.80 (1H, s), 6.80-6.93 (3H, m), 6.97 (2H, d, J=8.8), 7.28-54 (3H, m).

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, 1943-79-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP2016945; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1943-79-9, 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. 1943-79-9, name is Phenyl methylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a DMF suspension of sodium hydride (containing 40% mineral oil, 430 mg), 4-(1H-5-indolyloxy)-2-pyridinamine (2.253 g, CAS No.417722-11-3) described in International Publication No. WO02/32872 was slowly added under a nitrogen atmosphere at room temperature. The reaction mixture was stirred for 10 minutes at room temperature and then cooled in an ice-cold water bath, followed by addition of phenyl N-methylcarbamate (1.587 g). The reaction mixture was warmed to room temperature and stirred for 2 hours. The reaction mixture was added to ethyl acetate and water and partitioned between them to separate the organic layer. The resulting organic layer was washed sequentially with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and then evaporated to remove the solvent. The residue was crystallized from ethyl acetate, and the precipitated crystals were collected by filtration and dried under ventilation to give N1-methyl-5-(2-amino-4-pyridyl)oxy-1H-indolecarboxamide (2.163 g) as a light brown crystal. The physical property data of the resulting compound are as shown below. 1H-NMR (CDCl3) delta (ppm): 3.09 (d,J=4.8 Hz,3H), 4.36 (m,2H), 5.49 (m,1H), 5.92 (d,1H,J=2.0 Hz), 6.30 (dd,J=6.0,2.0 Hz,1H), 6.61 (d,J=3.6 Hz,1H), 7.07 (dd,J=8.8,2.4 Hz,1H), 7.30 (d,J=2.4 Hz,1H), 7.45 (d,J=3.6 Hz,1H), 7.92 (d,J=6.0 Hz,1H), 8.17 (d,J=8.8 Hz,1H).

The synthetic route of 1943-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US2006/241038; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics