Methanesulfonyl chloride → HCID 14305000, compound

HRID 2050681Notes

Reaction equation

HRID 2050681 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:20]=[C:21]([O:25][CH3:26])[C:22]=1[O:23][CH3:24])[C:6]1[O:7][C:8]2[C:13]([C:14](=[O:19])[C:15]=1[C:16](O)=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=2.S(Cl)(C)(=O)=O.[CH2:32]([N:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:26][O:25][C:21]1[CH:20]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:22]=1[O:23][CH3:24])[C:6]1[O:7][C:8]2[C:13]([C:14](=[O:19])[C:15]=1[C:16]([N:42]1[CH2:43][CH2:44][N:39]([CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:40][CH2:41]1)=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=2

Participants

6

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 759941-BenzylpiperazineHCID 143049774-Oxo-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-3-carboxylic acid

Product 1

HCID 14305000HCID 14305000, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Under the conditions given in Example 1 (a), 6 g of 3',4',5'-trimethoxy-flavone-3-carboxylic acid with 4.1.g 4-dimethylaminopyridine and 1 6 ml mesylchloride in absolute dichloromethane were converted into the mixed anhydride. This was reacted with 3.3 ml 1-benzylpiperazine analogously to Example 1 (b). The reaction mixture was worked up analogously to Example 1 (b). 7.0 g of pure 3',4',5'-trimethoxy-3-[(4-benzylpiperazin-1-yl)-carbonyl] flavone were obtained

Sources & evidence

ORD record
ord-d92879d114644548a666b4ce045344d3
Source dataset
uspto-grants-1991_05
Patent number
US05013852

Reaction notes

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