Dimethylformamide dimethyl acetal → HCID 178527219, compound

HRID 1906722Notes

Reaction equation

HRID 1906722 reaction equation
N[C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH:4]=[CH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[NH:8])=[O:7].CO[CH:21](OC)[N:22](C)C>CN(C)C=O.C(OCC)(=O)C>[C:9]1([SH:6]2(=[O:7])[CH:5]=[C:4]([C:3]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:2]=3)[N:22]=[CH:21][NH:8]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 73665723S-(2-aminostyryl)-S-phenyl sulfoximine

Product 1

HCID 178527219HCID 178527219, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2 g (7.75 mmole) of S-(2-aminostyryl)-S-phenyl sulfoximine in 20 ml of dimethylformamide was added 1 g (8.5 mmole) of dimethylformamide dimethyl acetal and the mixture was heated at 80° C. for 15 minutes. The mixture was then cooled and diluted with 100 ml of ethyl acetate. The organic phase was washed 3 times with 75 ml of water, dried over magnesium sulfate and evaporated to an oil which was crystallized from ether/petrol to obtain 1.67 g (80%) of 1,5-diphenyl-1H-1,2,4-thiadiazine-1-oxide melting at 110°-111° C.

Workup

  1. temperatureThe mixture was then cooled
  2. washThe organic phase was washed 3 times with 75 ml of water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to an oil which
  5. customwas crystallized from ether/petrol

Sources & evidence

ORD record
ord-3996a2f4d6cd4639b63c06ec6717f807
Source dataset
uspto-grants-1987_03
Patent number
US04654338

Reaction notes

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