Diethylamine → 4-(2-Chlorophenyl)-N,N-diethylthieno[3,2-c]pyridine-6-carboxamide

HRID 615399Notes

Reaction equation

HRID 615399 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:13]2[CH:14]=[CH:15][S:16][C:12]=2[CH:11]=[C:10]([C:17]([OH:19])=O)[N:9]=1.[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[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:13]2[CH:14]=[CH:15][S:16][C:12]=2[CH:11]=1)=[O:19])[CH3:21]

Participants

6

Reactant 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 132723864-(2-Chlorophenyl)thieno[3,2-c]pyridine-6-carboxylic acid

Product 1

HCID 132723834-(2-Chlorophenyl)-N,N-diethylthieno[3,2-c]pyridine-6-carboxamideYield 60.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Operations are carried out as for example 7, starting from 2.9 g of 4-(2-chloro phenyl) thieno[3,2-c]pyridine 6-carboxylic acid, 1.17 g of triethylamine, 1.25 g of ethyl chloroformate and 0.94 g of diethylamine in 100 ml of chloroform. 2.1 g of N,N-diethyl 4-(2-chloro phenyl) thieno[3,2-c]pyridine 6-carboxamide, melting at 119° C., are obtained.

Sources & evidence

ORD record
ord-41fd492fc2d54a34a2587bc607613c18
Source dataset
uspto-grants-1985_02
Patent number
US04499094

Reaction notes

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