Potassium Carbonate → HCID 9819640, compound

HRID 974339Notes

Reaction equation

HRID 974339 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH2:5][CH2:6][NH:7][CH2:8][CH2:9][C:10]=2[N:11]=1.C(=O)([O-])[O-].[K+].[K+].[C:18]([C:20]1[CH:29]=[CH:28][C:23]([CH:24]=[CH:25][CH2:26]Br)=[CH:22][CH:21]=1)#[N:19]>CN(C)C=O>[NH2:1][C:2]1[S:3][C:4]2[CH2:5][CH2:6][N:7]([CH2:26]/[CH:25]=[CH:24]/[C:23]3[CH:22]=[CH:21][C:20]([C:18]#[N:19])=[CH:29][CH:28]=3)[CH2:8][CH2:9][C:10]=2[N:11]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 199857852-Amino-4,5,6,7,8-pentahydrothiazolo[5,4-d]azepineHCID 53737382HCID 53737382, compound

Product 1

HCID 9819640HCID 9819640, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1 from 2-amino-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepine, potassium carbonate and 4-cyano-cinnamyl bromide (melting point: 79°-82° C.) in anhydrous dimethylformamide for one hour at 20° C. After the dimethylformamide has been distilled off in vacuo, the evaporation residue is distributed between ethyl acetate and water. After drying, filtering and evaporation of the organic phase, the evaporation residue is crystallised from acetone and the crystals are washed with ether. Yield: 49% of theory, Melting point: 199°-205° C. (decomp.).

Workup

  1. distillationAfter the dimethylformamide has been distilled off in vacuo
  2. customAfter drying
  3. filtrationfiltering
  4. customevaporation of the organic phase
  5. customthe evaporation residue is crystallised from acetone
  6. washthe crystals are washed with ether

Sources & evidence

ORD record
ord-1ac1c10c41b841d4bac2467628b51be7
Source dataset
uspto-grants-1991_11
Patent number
US05068325

Reaction notes

Loading…