4-Bromo-1H-pyrrole-2-carboxylic acid

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منابع مشابه

4-Bromo-1H-pyrrole-2-carb­oxy­lic acid

In the title compound, C(5)H(4)BrNO(2), the non-H atoms of the pyrrole ring and the Br atom are approximately coplanar, with an r.m.s. deviation from the best fit plane of 0.025 (6) Å;. The dihedral angle between the plane of the carb-oxy group and this plane is 14.1 (2)°. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules together, forming corrugated sheets parallel to the bc plane.

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1H-Pyrrole-2-carboxylic acid

In the title compound, C(5)H(5)NO(2), the pyrrole ring and its carboxyl substituent are close to coplanar, with a dihedral angle of 11.7 (3)° between the planes. In the crystal structure, adjacent mol-ecules are linked by pairs of O-H⋯O hydrogen bonds to form inversion dimers. Additional N-H⋯O hydrogen bonds link these dimers into chains extending along the a axis.

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4-Methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid

In the title compound, C(12)H(14)N(2)O(2), the benzene ring and imidazole ring are almost coplanar, making a dihedral angle of 2.47 (14)°. Inter-molecular O-H⋯N, N-H⋯O and C-H⋯O hydrogen bonds stabilize the crystal structure.

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4-Acetyl-1H-pyrrole-2-carbaldehyde

The title compound, C(7)H(7)NO(2), was synthesized via a one-pot Vilsmeier-Haack and subsequent Friedel-Crafts reaction. The pyrazole ring makes dihedral angles of 4.50 (9) and 2.06 (8)°, respectively, with the aldehyde and acetyl groups. In the crystal, classical N-H⋯O hydrogen bonds and weak C-H⋯O inter-actions assemble the mol-ecules into a chain along the b axis.

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Conversion of 4-oxoproline esters to 4-substituted pyrrole-2-carboxylic acid esters.

The Grignard, Wittig, Tebbe, Horner-Emmons, and Reformatsky reactions of the 4-oxoproline esters gave the corresponding 4-alylated or 4-alkylidenated products, respectively. The products were properly treated with bases to cause aromatization, giving 4-substituted pyrrole-2-carboxylic acid esters such as methyl 4-methylpyrrole-2-carboxylate, which is a trail pheromone of Atta texana.

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ژورنال

عنوان ژورنال: Acta Crystallographica Section E Structure Reports Online

سال: 2012

ISSN: 1600-5368

DOI: 10.1107/s1600536812034800