Diethylamine → HCID 24845779, compound

HRID 615404Notes

Reaction equation

HRID 615404 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=[C:11]([C:19]([OH:21])=O)[CH:10]=2)=[CH:5][CH:4]=1.S(Cl)(Cl)=O.[CH2:26]([NH:28][CH2:29][CH3:30])[CH3:27]>>[CH2:26]([N:28]([CH2:29][CH3:30])[C:19]([C:11]1[CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=1)=[O:21])[CH3:27]

Participants

4

Reactant 3

HCID 8021DiethylamineHCID 24386Thionyl ChlorideHCID 53821249HCID 53821249, compound

Product 1

HCID 24845779HCID 24845779, compound

Procedure

Operations are carried out as for Example 1, starting from 21 g of 4-(4-methoxy phenyl) quinoline 2-carboxylic acid, 64 ml of thionyl chloride and 39 ml of diethylamine. 2.2 g of N,N-diethyl 4-(4-methoxy phenyl) quinoline 2-carboxamide are obtained. After recrystallization in isopropyl ether the product melts at 91° C.

Sources & evidence

ORD record
ord-aad68ab85414409da616e4fd1f8e3910
Source dataset
uspto-grants-1985_02
Patent number
US04499094

Reaction notes

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