Acetic Acid → alpha-acetyl-N-isopropyl-3-nitrostyrenesulfonamide

HRID 982289Notes

Reaction equation

HRID 982289 reaction equation
[CH:1]([NH:4][S:5]([CH2:8][C:9](=O)[CH3:10])(=[O:7])=[O:6])([CH3:3])[CH3:2].[N+:12]([C:15]1[CH:16]=C([CH:20]=[CH:21][CH:22]=1)C=O)([O-:14])=[O:13].N1CCCCC1.[C:29](O)(=[O:31])[CH3:30]>C1C=CC=CC=1>[C:29]([C:9]([C:10]1[CH:20]=[CH:21][CH:22]=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=1)=[CH:8][S:5]([NH:4][CH:1]([CH3:3])[CH3:2])(=[O:7])=[O:6])(=[O:31])[CH3:30]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 74493-NitrobenzaldehydeHCID 8082PiperidineHCID 20069376N-isopropyl-2-oxopropanesulfonamide

Product 1

HCID 54206999alpha-acetyl-N-isopropyl-3-nitrostyrenesulfonamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 7.5 g (about 0.04 mol) of N-isopropyl-2- -oxopropanesulfonamide and 6.0 g (0.04 mol) of 3-nitrobenzaldehyde in 40 ml of benzene is treated with 0.16 ml of piperidine and 0.48 ml of glacial acetic acid in an analogous manner to that described in Example 1. The oily crude product is triturated with ether, whereby crystallization occurs. There are obtained 2.5 g of α-acetyl-N- -isopropyl-3-nitrostyrenesulfonamide in the form of colorless crystals, m.p. 153°-157°.

Workup

  1. customThe oily crude product is triturated with ether, whereby crystallization

Sources & evidence

ORD record
ord-745c4194f74d4d4ab5e4de6da4a63e73
Source dataset
uspto-grants-1991_02
Patent number
US04994612

Reaction notes

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