Triethylamine → n-(2-Bromo-5-isobutyl-4-nitrophenyl)-4-methylbenzenesulphonamide

HRID 582773

Reaction equation

HRID 582773 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:21]([Mg]Cl)[CH:22]([CH3:24])[CH3:23].[Br:27]Br.C(N(CC)CC)C>C1COCC1.CCOCC>[Br:27][C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:6][C:7]=1[NH:10][S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 24408BromineHCID 69772Benzenesulfonamide, 4-methyl-N-(4-nitrophenyl)-HCID 178418368HCID 178418368, compound

Product 1

HCID 22111875n-(2-Bromo-5-isobutyl-4-nitrophenyl)-4-methylbenzenesulphonamide

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

This compound is prepared according to the procedure described in step A of Preparation 2.18, from 10 g of N-(4-nitrophenyl)-4-methylbenzenesulphonamide in 100 ml of THF and 42.6 ml of a 2M solution of isobutylmagnesium chloride in ether, followed by 4.4 ml of bromine and 23.4 ml of triethylamine. 5.9 g of the expected product are obtained, m.p.=170° C.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-60498dd3ba4d43f3b8d72e881186e0cd
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Linked notes

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