3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

Base Information

Chemical Name:3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester
CAS No.:146386-08-5
Molecular Formula:C₂₁H₁₈IN₃O₃S
Molecular Weight:519.363
Hs Code.:

Synonyms:3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

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Chemical Property of 3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

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Technology Process of 3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

There total 8 articles about 3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 146385-94-6
3-Amino-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

: 532-55-8
Benzoyl isothiocyanate

: 146386-08-5
3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jm00053a008

Reference yield:

: 555-16-8
4-nitrobenzaldehdye

: 146386-08-5
3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / ammonium acetate, pyridine / toluene / 64 h / Heating

2: 60.8 percent / H₂ / 5percent Pd/C / ethanol / 9 h / 760 Torr

3: 1.) aq. NaNO₂, aq. H₂SO₄, 2.) aq. KI / 1.) from -4 deg C to -2 deg C, 10 min, 2.) 4 h

4: NaH / tetrahydrofuran / 24 h / Ambient temperature

5: AcONa / methanol; H₂O / Ambient temperature

6: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH₂Cl₂ / 24 h / Ambient temperature

7: Na₂CO₃ / methanol / 24 h / Ambient temperature

8: 76 percent / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; ammonium acetate; sulfuric acid; DBN; hydrogen; sodium acetate; sodium hydride; sodium carbonate; potassium iodide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jm00053a008

Reference yield:

: 27892-88-2
p-nitrocinnamonitrile

: 146386-08-5
3-(3-Benzoyl-thioureido)-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 60.8 percent / H₂ / 5percent Pd/C / ethanol / 9 h / 760 Torr

2: 1.) aq. NaNO₂, aq. H₂SO₄, 2.) aq. KI / 1.) from -4 deg C to -2 deg C, 10 min, 2.) 4 h

3: NaH / tetrahydrofuran / 24 h / Ambient temperature

4: AcONa / methanol; H₂O / Ambient temperature

5: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH₂Cl₂ / 24 h / Ambient temperature

6: Na₂CO₃ / methanol / 24 h / Ambient temperature

7: 76 percent / CH₂Cl₂ / 1 h / Ambient temperature

With sulfuric acid; DBN; hydrogen; sodium acetate; sodium hydride; sodium carbonate; potassium iodide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jm00053a008