Diethylamine → 7-Chloro-1-(2-chlorophenyl)-N,N-diethylisoquinoline-3-carboxamide

HRID 615395Notes

Reaction equation

HRID 615395 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:19]([OH:21])=O)[N:8]=[C:9]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:4][CH:3]=1.[CH2:22]([N:24](CC)[CH2:25][CH3:26])[CH3:23].ClC(OCC)=O.C(NCC)C>C(Cl)(Cl)Cl>[CH2:22]([N:24]([CH2:25][CH3:26])[C:19]([C:7]1[N:8]=[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:10]2[C:5]([CH:6]=1)=[CH:4][CH:3]=[C:2]([Cl:1])[CH:11]=2)=[O:21])[CH3:23]

Participants

6

Reactant 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 132723947-Chloro-1-(2-chlorophenyl)isoquinoline-3-carboxylic acid

Product 1

HCID 132723767-Chloro-1-(2-chlorophenyl)-N,N-diethylisoquinoline-3-carboxamideYield 59%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Operations are carried out as for Example 7, starting from 3.18 g of 7-chloro 1-(2-chloro phenyl) isoquinoline 3-carboxylic acid, 1.16 g of triethylamine, 1.25 g of ethyl chloroformate and 0.95 g of diethylamine in 100 ml of chloroform. 2.2 g of N,N-diethyl 7-chloro 1-(2-chloro phenyl) isoquinoline 3-carboxamide, melting at 145° C., are obtained.

Sources & evidence

ORD record
ord-9a77bf4b4cfc4d678e122c2fa904b0f0
Source dataset
uspto-grants-1985_02
Patent number
US04499094

Reaction notes

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