Sodium Carbonate → HCID 86743846, compound

HRID 2073237Notes

Reaction equation

HRID 2073237 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1)#[N:2].C(=O)([O-])[O-].[Na+].[Na+].[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][C:22]=1[S:30](=[O:33])(=[O:32])[NH2:31]>O1CCOCC1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([C:25](=[O:26])[C:24]2[CH:28]=[CH:29][C:21]([Cl:20])=[C:22]([S:30](=[O:32])(=[O:33])[NH2:31])[CH:23]=2)[NH2:10])=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 30179793-(Aminosulfonyl)-4-chlorobenzoyl chlorideHCID 35266544-hydrazinyl-3-nitrobenzonitrile

Product 1

HCID 86743846HCID 86743846, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

The process described in Example 1(B) was followed and 8.1 g of 4-cyano-2-nitrophenylhydrazine (prepared as described in: Beilst. 9 Vol. II page 289), 114 ml of dioxane, 46 ml aqueous solution of 2.4 g of crystalline sodium carbonate and 11.6 g of 4-chloro-3-sulfamoylbenzoyl chloride dissolved in 53 ml of dioxane were used as starting materials. After evaporating the reaction mixture, the residue was thoroughly mixed with water, the yellow precipitate was filtered by suction, washed with water and dried at 80° C. Thus, 3.75 g (65%) of 4-cyano-2-nitro-N-(4'-chloro-3'-sulfamoylbenzoyl)-phenylhydrazine were obtained, m.p.: 292°-295° C. (with decomposition) after recrystallization from acetic acid.

Workup

  1. customAfter evaporating the reaction mixture
  2. additionthe residue was thoroughly mixed with water
  3. filtrationthe yellow precipitate was filtered by suction
  4. washwashed with water
  5. customdried at 80° C

Sources & evidence

ORD record
ord-678c2f7353054e2b8ba4f6274f14ea89
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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