Methanesulfonyl chloride → HCID 14304994, compound

HRID 2050676Notes

Reaction equation

HRID 2050676 reaction equation
[O:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[C:3]([C:12](O)=[O:13])=[C:2]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CS(Cl)(=O)=O.[CH2:26]([N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH2:26]([N:33]1[CH2:38][CH2:37][N:36]([C:12]([C:3]2[C:4](=[O:5])[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[O:1][C:2]=2[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[O:13])[CH2:35][CH2:34]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 759941-BenzylpiperazineHCID 12674946HCID 12674946, compound

Product 1

HCID 14304994HCID 14304994, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

6 g of flavone-3-carboxylic acid was converted into the mixed anhydride with 5.5 g 4-dimethylaminopyridine and 2.2 ml methanesulfonyl chloride in 50 ml absolute dichloromethane under the conditions described in Example 1 (a), and the mixed anhydride was then reacted with 4.42 ml N-benzylpiperazine as described in Example 1(b). The working up of the reaction mixture and the purification of the resulting crude title compound were carried out in the manner described in Example 1 (b). 9 g of 3-[(4-benzylpiperazin-1-yl)-carbonyl] flavone were obtained.

Workup

  1. customThe working up of the reaction mixture and the purification of the resulting crude title compound

Sources & evidence

ORD record
ord-2770f653f5cd4b43b65d569b52477ec8
Source dataset
uspto-grants-1991_05
Patent number
US05013852

Reaction notes

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