tert-Butoxy bis(dimethylamino)methane → HCID 131714508, compound

HRID 1285368Notes

Reaction equation

HRID 1285368 reaction equation
C[C:2]1[NH:7][C:6](=[O:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)=[O:10].CN(C(N(C)C)OC(C)(C)C)C>O1CCOCC1>[S:12]1[CH:13]=[CH:14][CH:15]=[C:11]1[C:9]([C:3]1[CH:4]=[CH:5][C:6](=[O:8])[NH:7][CH:2]=1)=[O:10]

Participants

4

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 13560738HCID 13560738, compound

Product 1

HCID 131714508HCID 131714508, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

C-2. 6-[2-(Dimethylamino)ethenyl]-5-(2-thienylcarbonyl)-2(1H)-pyridinone--To a mixture containing 57.8 g of 6-methyl-5-(2-thienylcarbonyl)-2(1H)-pyridinone in 400 ml of p-dioxane was added with stirring 62 g of bis(dimethylamino)-t-butoxymethane and the resulting reaction mixture was heated on a steam bath for 2 and 1/2 hours and then cooled. The separated product was collected, washed with isopropyl alcohol, dried in a vacuum oven at 90° C. to yield 70.1 g of 6-[2-dimethylamino)ethenyl]-5-(2-thienylcarbonyl)-2(1H)-pyridinone, m.p. 248°-250° C.

Workup

  1. additionwas added
  2. customthe resulting reaction mixture
  3. temperaturewas heated on a steam bath for 2 and 1/2 hours
  4. temperaturecooled
  5. customThe separated product was collected
  6. washwashed with isopropyl alcohol
  7. customdried in a vacuum oven at 90° C.

Sources & evidence

ORD record
ord-c1b37796911c41d6883202ede18c4aa9
Source dataset
uspto-grants-1986_01
Patent number
US04567186

Reaction notes

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