Diisopropylamine → N,N-diisopropyl-4-nitro-2-trichloromethylphenylsulfenamide

HRID 443772Notes

Reaction equation

HRID 443772 reaction equation
[CH:1]([NH:4][CH:5]([CH3:7])[CH3:6])([CH3:3])[CH3:2].[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([S:17]Cl)=[C:13]([C:19]([Cl:22])([Cl:21])[Cl:20])[CH:12]=1)([O-:10])=[O:9]>CCOCC>[CH:1]([N:4]([CH:5]([CH3:7])[CH3:6])[S:17][C:14]1[CH:15]=[CH:16][C:11]([N+:8]([O-:10])=[O:9])=[CH:12][C:13]=1[C:19]([Cl:20])([Cl:21])[Cl:22])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chloride

Product 1

HCID 23465374N,N-diisopropyl-4-nitro-2-trichloromethylphenylsulfenamideYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 40 g of diisopropylamine in 400 ml of ether is placed in a stirred apparatus; at 10° C., 61.4 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride in 200 ml of ether is dripped in. After the mixture has been reacted for 4 hours at 25° C., it is filtered and concentrated. There is obtained 70 g (95% of theory) of N,N-diisopropyl-4-nitro-2-trichloromethylphenylsulfenamide; m.p.: 104° C.

Workup

  1. customat 10° C.
  2. customAfter the mixture has been reacted for 4 hours at 25° C.
  3. filtrationit is filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-27771e83846b4c428b9c07b595b008e5
Source dataset
uspto-grants-1981_04
Patent number
US04261924

Reaction notes

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