Pyridine → Methyl 3-[4-(n-butyl)phenylsulfonamido]thiophene-2-carboxylate

HRID 1925752Notes

Reaction equation

HRID 1925752 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[NH2:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21]([O:23][CH3:24])=[O:22].N1C=CC=CC=1>ClCCl>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:15][C:16]2[CH:20]=[CH:19][S:18][C:17]=2[C:21]([O:23][CH3:24])=[O:22])(=[O:13])=[O:12])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 1049PyridineHCID 89652Methyl 3-amino-2-thiophenecarboxylateHCID 27373524-Butylbenzene-1-sulfonyl chloride

Product 1

HCID 19683024Methyl 3-[4-(n-butyl)phenylsulfonamido]thiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Synthesized as described for 52 using commercially available 4-n-butylbenzenesulfonyl chloride (0.47 g; 2 mmol), methyl 3-aminothiophene-2-carboxylate (314 mg; 2 mmol), pyridine (0.2 mL; 2.4 mmol), and anhydrous dichloromethane (10 mL). This afforded the title compound as a clear oil which later solidified (0.6 g).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-17079c60b89c455b89382157e6a937d6
Source dataset
uspto-grants-2012_05
Patent number
US08178699B2

Reaction notes

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