Sodium Carbonate → 4-benzoyl-2-nitro-N-(4'-chloro-3'-sulfamoylbenzoyl)phenylhydrazine

HRID 2073239Notes

Reaction equation

HRID 2073239 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][NH2:16])=[C:11]([N+:17]([O-:19])=[O:18])[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:26][C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][C:28]=1[S:36](=[O:39])(=[O:38])[NH2:37]>O.O1CCOCC1>[C:1]([C:9]1[CH:14]=[CH:13][C:12]([N:15]([C:31](=[O:32])[C:30]2[CH:34]=[CH:35][C:27]([Cl:26])=[C:28]([S:36](=[O:38])(=[O:39])[NH2:37])[CH:29]=2)[NH2:16])=[C:11]([N+:17]([O-:19])=[O:18])[CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 30179793-(Aminosulfonyl)-4-chlorobenzoyl chlorideHCID 198581284-Benzoyl-2-nitrophenylhydrazine

Product 1

HCID 867438474-benzoyl-2-nitro-N-(4'-chloro-3'-sulfamoylbenzoyl)phenylhydrazineYield 61%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Procedure

By using the process of Example 1(B), 28 g of 4-benzoyl-2-nitrophenylhydrazine, 272 ml of dioxane, 5.8 g of anhydrous sodium carbonate dissolved in 110 ml of water and 27.6 g of 4-chloro-3-sulfamoylbenzoyl chloride dissolved in 217 ml of dioxane were used as starting materials to yield 29.1 g (61%) of 4-benzoyl-2-nitro-N-(4'-chloro-3'-sulfamoylbenzoyl)phenylhydrazine, m.p.: 148° C. after recrystallization from methanol.

Sources & evidence

ORD record
ord-fd3d34ae03184bbcb2357cd09c7cbdd9
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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