Diethylamine → 7-(2-Chlorophenyl)-N,N-diethylthieno[2,3-c]pyridine-5-carboxamide

HRID 615400Notes

Reaction equation

HRID 615400 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([C:17]([OH:19])=O)[CH:11]=[C:12]2[CH:16]=[CH:15][S:14][C:13]=12.[CH2:20]([N:22](CC)[CH2:23][CH3:24])[CH3:21].ClC(OCC)=O.C(NCC)C>C(Cl)(Cl)Cl>[CH2:20]([N:22]([CH2:23][CH3:24])[C:17]([C:10]1[CH:11]=[C:12]2[CH:16]=[CH:15][S:14][C:13]2=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[N:9]=1)=[O:19])[CH3:21]

Participants

6

Reactant 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 132723887-(2-Chlorophenyl)thieno[2,3-c]pyridine-5-carboxylic acid

Product 1

HCID 132723857-(2-Chlorophenyl)-N,N-diethylthieno[2,3-c]pyridine-5-carboxamideYield 40.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Operations are carried out as for Example 7, starting from 2.9 g of 7-(2-chloro phenyl) thieno[2,3-c]pyridine 5-carboxylic acid, 1.17 g of triethylamine, 1.25 g of ethyl chloroformate and 0.94 g of diethylamine in 100 ml of chloroform. 1.4 g of N,N-diethyl 7-(2-chloro phenyl) thieno[2,3-c]pyridine 5-carboxamide, melting at 86° C., is obtained.

Sources & evidence

ORD record
ord-924cc9dccab34b2abb0048cc2661bdcc
Source dataset
uspto-grants-1985_02
Patent number
US04499094

Reaction notes

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