Dimethylformamide dimethyl acetal → HCID 23152475, compound

HRID 1012303Notes

Reaction equation

HRID 1012303 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([N+:16]([O-:18])=[O:17])[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:21]/[N:22]([CH3:24])[CH3:23])=[C:11]([N+:16]([O-:18])=[O:17])[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 2836736HCID 2836736, compound

Product 1

HCID 23152475HCID 23152475, compoundYield 76.6%

Conditions

Temperature
110 °C

Procedure

A solution of N-tert-butyl-4-methyl-3-nitrobenzenesulfonamide (5.89 g, 21.6 mmol) in N,N-dimethylformamide dimethyl acetal (10 ml) was stirred with heating at 110° C. for 10 hr. The reaction solvent was evaporated under reduced pressure and diethyl ether was added. The precipitated solid was collected by filtration, washed with diethyl ether and dried in vacuo to give N-tert-butyl-4-((E)-2-dimethylaminovinyl)-3-nitrobenzenesulfonamide (5.41 g, yield 76.6%).

Workup

  1. customThe reaction solvent was evaporated under reduced pressure and diethyl ether
  2. additionwas added
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with diethyl ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-9899ea80ee7746a6a8fdd71093f8e4db
Source dataset
uspto-grants-2011_07
Patent number
US07977331B1

Reaction notes

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