Acetic Acid → HCID 12676668, compound

HRID 128451Notes

Reaction equation

HRID 128451 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[OH-].[Na+].C(O)(=O)C.CN([CH:20]=[N:21][C:22](=O)[C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1)C>O1CCOCC1>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:22]([C:23]3[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=3)=[N:21][CH:20]=[N:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 121574-Bromophenylhydrazine hydrochlorideHCID 14798Sodium HydroxideHCID 12550338N-(dimethylaminomethylene)-p-nitrobenzamide

Product 1

HCID 12676668HCID 12676668, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 12.1 g. of 4-bromophenylhydrazine hydrochloride in a mixture of 10.9 ml. of 5 N sodium hydroxide, 100 ml. of 30% aqueous acetic acid and 50 ml. of p-dioxane is added 10.0 g. of N-(dimethylaminomethylene)-p-nitrobenzamide. The procedure of Example 2 is followed, giving 12.7 g. of the desired product as tan crystals, mp. 142°-144° C.

Workup

  1. customgiving 12.7 g

Sources & evidence

ORD record
ord-93d8d167564e44ea8fadd9cfc15330e7
Source dataset
uspto-grants-1981_03
Patent number
US04259504

Reaction notes

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