Thionyl Chloride → N-(Butan-2-yl)-N-methyl-4-phenylquinazoline-2-carboxamide

HRID 615402Notes

Reaction equation

HRID 615402 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([C:17]([OH:19])=O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH3:24][NH:25][CH:26]([CH2:28][CH3:29])[CH3:27]>C1(C)C=CC=CC=1>[CH3:24][N:25]([CH:26]([CH3:27])[CH2:28][CH3:29])[C:17]([C:9]1[N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)=[O:19]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 111026N-Methyl-2-butanamineHCID 37387194-Phenylquinazoline-2-carboxylic acid

Product 1

HCID 13272357N-(Butan-2-yl)-N-methyl-4-phenylquinazoline-2-carboxamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Operations are carried out as for Example 19, starting from 2.5 g of 4-phenyl quinazoline 2-carboxylic acid, 10 ml of thionyl chloride, 25 ml of toluene and 10 ml of N-methyl 2-butanamine. 2.2 g of N-methyl N-(1-methyl propyl) 4-phenyl quinazoline 2-carboxamide, melting at 128° C., are obtained.

Sources & evidence

ORD record
ord-0ae973724c9d40e98f8c2d1a94701f8d
Source dataset
uspto-grants-1985_02
Patent number
US04499094

Reaction notes

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