Methanesulfonyl chloride → HCID 14304994, compound

HRID 477056Notes

Reaction equation

HRID 477056 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-ab6480526dd44db8a6d7a6f7d456975b
Source dataset
uspto-grants-1989_12
Patent number
US04886806

Reaction notes

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