Hydrochloric Acid → HCID 20226079, compound

HRID 1248816Notes

Reaction equation

HRID 1248816 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](/[C:17]([OH:19])=[O:18])=[CH:15]\[CH3:16])[N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.Cl>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](/[C:17]([OH:19])=[O:18])=[CH:15]/[CH3:16])[N:10]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 70454235HCID 70454235, compound

Product 1

HCID 20226079HCID 20226079, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

8.3 g (29 mMol) of E-1-(5-t-butoxycarbonylamino-1,2,4-thiadiazol-3-yl)propene-1-carboxylic acid were dissolved in 40 ml of DMF and the solution was added to a solution of 10 g of potassium t-butylate in 30 ml of DMF at 0° C., whereupon the internal temperature rose to 30° C. The mixture was stirred for 15 minutes, 300 ml of water were poured in and the pH was adjusted to 2 with 1N HCl. The mixture was extracted 2×ethyl acetate and the combined organic phases were washed with water, dried over MgSO4 and evaporated in vacuo. 8.0 g (96%) of E/Z mixture~1:2.

Workup

  1. customrose to 30° C
  2. extractionThe mixture was extracted 2×ethyl acetate
  3. washthe combined organic phases were washed with water
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-08c4912aa68d4352b2965421e7816250
Source dataset
uspto-grants-1986_12
Patent number
US04626535

Reaction notes

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