4-Nitroaniline → HCID 44116862, compound

HRID 1726179Notes

Reaction equation

HRID 1726179 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].CCN(CC)CC.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl>[CH3:18][S:19]([N:8]([S:19]([CH3:18])(=[O:21])=[O:20])[C:7]1[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 74754-NitroanilineHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 44116862HCID 44116862, compoundYield 162.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-nitroaniline (5.04 g, 36.5 mmol) in CH2Cl2 (100 ml) cooled to 0° C. were added Et3N (6.61 mL, 47.4 mmol) and MsCl (3.39 mL, 43.8 mmol) and the mixture was stirred at room temperature overnight to give dimethanesulfonyl-(4-nitro-phenyl)-amine as a yellow solid (10.46 g, 98%) following work-up.

Sources & evidence

ORD record
ord-7f2cde9e17c44a3ba0a2e55ba2a558e0
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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