32277-91-1

Usage

Uses

Used in Pharmaceutical Industry:
2-(1H-PYRROL-1-YL)BENZENOL is used as a precursor in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows it to be a key component in the creation of bioactive compounds that can address specific medical needs.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(1H-PYRROL-1-YL)BENZENOL is utilized as a starting material for the synthesis of agrochemicals, playing a crucial role in the development of new pesticides or other agricultural chemicals that can improve crop protection and yield.
Used in Material Science:
2-(1H-PYRROL-1-YL)BENZENOL is employed in the development of new materials due to its distinctive properties. It can be integrated into the design and synthesis of advanced materials for various applications, including but not limited to, coatings, adhesives, and composites, where its chemical structure provides enhanced performance characteristics.
Used in Organic Synthesis:
As a versatile intermediate in organic synthesis, 2-(1H-PYRROL-1-YL)BENZENOL is used for the preparation of a wide range of organic compounds. Its reactivity and structural features make it a valuable building block in the synthesis of complex organic molecules for research and industrial applications.

InChI:InChI=1/C10H9NO/c12-10-6-2-1-5-9(10)11-7-3-4-8-11/h1-8,12H

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 95-55-6 2-amino-phenol 
• 1205611-37-5 1-(2-(allyloxy)phenyl)-1H-pyrrole 
• 51-19-4 2-aminophenol hydrochloride 
• 109-97-7 pyrrole 
• 533-58-4 2-Iodophenol 
• 90-04-0 2-methoxy-phenylamine 
• 34160-24-2 2,5-dimethoxytetrahydrofuran 
• 89096-73-1 1-(2-methoxyphenyl)-1H-pyrrole 

Downstream Products

• 59580-36-8 3-(2-Hydroxy-phenylamino)-phthalic acid dimethyl ester 
• 252010-42-7 (+/-)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy](m-fluorophenyl)acetic acid ethyl ester 
• 252010-44-9 (2-pyrrol-1-yl-phenoxy)-m-tolyl-acetic acid ethyl ester 
• 252010-45-0 (2-pyrrol-1-yl-phenoxy)-thiophen-2-yl-acetic acid ethyl ester 
• 252010-43-8 (3-methoxy-phenyl)-(2-pyrrol-1-yl-phenoxy)-acetic acid ethyl ester 
• 252010-46-1 (3,5-difluoro-phenyl)-(2-pyrrol-1-yl-phenoxy)-acetic acid ethyl ester 
• 903901-01-9 2-formyl-1-(2-hydroxyphenyl)pyrrole 
• 869347-40-0 (+/-)-α-ethyl-α-(3-chlorophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid 
• 869347-42-2 (+/-)-α-ethyl-α-(4-iodophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid 
• 869347-41-1 (+/-)-α-ethyl-α-(3-iodophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid 
• 869347-35-3 (+/-)-α-ethyl-α-(3-chlorophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid ethyl ester 
• 869347-37-5 (+/-)-α-ethyl-α-(4-iodophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid ethyl ester 
• 869347-36-4 (+/-)-α-ethyl-α-(3-iodophenyl)-α-[[2-(1H-pyrrol-1-yl)phenyl]oxy]acetic acid ethyl ester 
• 1205611-37-5 1-(2-(allyloxy)phenyl)-1H-pyrrole 

Relevant academic research and scientific papers

BN/BO-Ullazines and Bis-BO-Ullazines: Effect of BO Doping on Aromaticity and Optoelectronic Properties

We have achieved substitutional doping of ullazine with either two BO units or with one BO unit and one BN unit. The synthesis of these B-doped ullazines is straightforward, using demethylation and borylative cyclization as the key steps. Ullazine cores o

An efficient heterogeneous catalytic method for the N-arylation of pyrrole and other N-heterocycles

Abstract 4 ? molecular sieve modified with copper(0) or copper(II) is an efficient heterogeneous catalyst for the arylation of pyrrole and some other heterocycles with iodo- or bromoarenes, Cs2CO3 base and pyrrole (or DMF) solvent. The catalysts can be easily prepared and are reusable.

Nano sulfated titania as a heterogeneous solid acid catalyst for the synthesis of pyrroles by clauson-kaas condensation under solvent-free conditions

A new and environmentally benign method for the preparation of N-substituted pyrroles from one-pot condensation reaction of 2,5-dimethoxytetrahydrofuran with amines and diamines in the presence of nano sulfated titania under solvent-free conditions is presented. This new protocol features simple operation, easy availability, stability, and eco-friendliness of catalyst, as well as high to excellent yields of products. In addition, we report for the first time an alternative method for the synthesis of pyrroles from aromatic amines containing the β-lactam fragment using nano sulfated titania as catalyst.

PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE DERIVATIVES AS PDE9 INHIBITORS

A compound of the general formula (I) wherein R1 is selected from the group consisting of phenyl unsubstituted or substituted with 1 to 3 substituents selected from F, Cl, Br, I, CN, -O-C1-C3-alkyl, fluorinated -O-C1-C3-alkyl, -(CH2)mOH and 5-membered heterocyclic group with 1 or 2 heteroatoms selected from N, O and S; and 6- or 10-membered heteroaryl with 1 to 3 heteroatoms selected from O, N and S; R2 and R3 independently of each other represent H atom or straight or branched C1-C3 alkyl; R4 is selected from the group consisting of 4- to 6- membered cycloalkyl, wherein one of carbon atoms can be replaced by O atom, and which is unsubstituted or substituted with one or two halogen atoms,and straight or branched C1-C4 alkyl; Q represents a bond or C1-C3-alkylene, which can be optionally substituted by one to three C1-C3-alkyls; X is selected from the group consisting of O, NR5, and S(O)p; R5 represents H atom or C1-C3alkyl; m is 1, 2 or 3; p is 0, 1 or 2; and salts thereof, for use as a medicament, in particular for treating cognitive function disorders and neurodegenerative diseases.

Clauson-kaas-type synthesis of pyrrolyl-phenols, from the hydrochlorides of aminophenols, in the presence of nicotinamide

A facile Clauson-Kaas-type pyrrolyl-phenol synthesis has been achieved in the presence of nicotinamide, which is inexpensive and nontoxic. The starting material is aminophenol hydrochloride. This is advantageous in certain cases because it is the only isolatable form of the corresponding aminophenol.

Reactions of 2-(pyrrol-1-yl)benzyl radicals and related species under flash vacuum pyrolysis conditions

2-(Pyrrol-1-yl)phenoxyl, aminyl, thiophenoxyl and benzyl radicals 2a-2d, respectively, were generated in the gas-phase under flash vacuum pyrolysis conditions. In all cases except the phenoxyl, cyclisation took place providing acceptable synthetic routes to the fused heterocycles 11, 14 and 15, respectively. Only sigmatropic rearrangement products were isolated, in low yields, from the phenoxyl 2a. The pyrrolo[1,2-a]benzimidazole 11 adopts the 1H-tautomer exclusively in chloroform solution. Electrophilic substitution reactions of pyrrolo[2,1-b]benzothiophene 14 were studied, including protonation, deuterium exchange, Vilsmeier formylation and reaction with dimethyl acetylenedicarboxylate. 2-(2,5-Diarylpyrrol-1-yl)thiophenoxyl, phenoxyl and aminyl radicals 23a-f, were also generated in the gas-phase under similar conditions. The thiophenoxyls 23a/b gave extremely complex pyrolysate mixtures in which primary cyclisation products were formed by attack of the radical at the pyrrrole ring and attack at the ipso-, ortho- and meta- positions of the aryl ring. Secondary pyrolysis products were obtained by specific sigmatropic shifts of the N-aryl group. The 2,5-di(thien-2-yl)thiophenoxyl radical 23c gave the pyrrolobenzothiazole 31c as the only cyclisation product in low yield. FVP of the phenoxyl and aminyl radical generators 26d and 26f, respectively, gave 3-arylpyrrolo[1,2-f]phenanthridines 46d and 46f, respectively, by a hydrogen transfer-cyclisation mechanism.

Generation and contrasting gas-phase reactivity of 2-(2-alkenylpyrrol-1-yl) phenoxyl and thiophenoxyl radicals

The pyrrolylacrylates 9 and 10 were synthesised and subjected to flash vacuum pyrolysis (FVP) at 650-700 °C to generate the radicals 11 and 18, respectively. The phenoxyl 11 underwent hydrogen capture to give a mixture of the phenol 12 and the pyrrolobenzoxazine 13 in low yields, which were also obtained by a Wittig reaction of the 2-formylpyrrole 14. The thiophenoxyl 18 gave a single major product in 41% yield which was identified as the pyrrolo[1,2-a]quinoline 17 by a sequence of NMR experiments. A mechanism for the formation of 17 by a rearrangement-sulfur extrusion sequence is proposed. The Royal Society of Chemistry 2006.

Pyrrolobenzoxazines, pyrrolobenzothiazines and process therefor

4H-Pyrrolo[2,1-c][1,4]benzoxazines and 4H-pyrrolo[2,1-c]-[1,4]benzothiazines characterized by having an alkylamine substituent at position 4 are disclosed. The compounds are characterized further by having an alkyl substituent on the same carbon atom bearing the alkylamine substituent. In addition the compounds may be optionally substituted at positions 1 and 6 to 9. Also disclosed are 4H-pyrrolo-[2,1-c][1,4]benzoxazines and 4H-pyrrolo[2,1-c][1,4]benzothiazines which are dialkylated at position 4 and have a methylamino substituent at position 1. The foregoing compounds possess antihypertensive and central nervous system depressant activity and methods for their preparation and use are described.

PYRROLYL COMPOUNDS AND PROCESSES FOR THEIR MANUFACTURE

Pyrrolyl compounds of the formula I EQU1 wherein Py is optionally lower-alkylated 1-pyrrolyl, Ph is phenylene, R 1 is hydrogen or lower alkyl and R 2 is hydrogen, lower alkyl, aryl-lower alkyl or optionally functionally modified carboxy-lower alkyl or R 1 and R 2 together are lower alkylene, oxa-lower alkylene, thia-lower alkylene or aza-lower alkylene, their antipodes and salts, which are valuable blockers of adrenergic β-receptors.