Hydrochloric Acid → HCID 68410208, compound

HRID 1443784Notes

Reaction equation

HRID 1443784 reaction equation
Cl.C(O[C:5]([C:7]1[C:11]([CH3:12])=[C:10]([C:13]#[N:14])[S:9][C:8]=1[NH2:15])=[O:6])C.[C:16](#[N:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCOCC1>[CH3:12][C:11]1[C:7]2[C:5](=[O:6])[NH:23][C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:15][C:8]=2[S:9][C:10]=1[C:13]#[N:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7505BenzonitrileHCID 14783096Ethyl 2-amino-5-cyano-4-methylthiophene-3-carboxylate

Product 1

HCID 68410208HCID 68410208, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A stream of dry hydrogen chloride was passed through a mixture of 2-amino-5-cyano-4-methylthiophene-3-carboxylic acid ethyl ester (0.003 mol) and benzonitrile (0.0045 mol) in 20 ml. of dioxane for 2 hours. Then, the reaction was stirred at room temperature for 12 hours, subsequently, the solvent was removed under reduced pressure and the residue was triturated with diethyl ether. A precipitate was obtained, filtered and dried to yield (92% yield) the title compound as a brown solid.

Workup

  1. customsubsequently, the solvent was removed under reduced pressure
  2. customthe residue was triturated with diethyl ether
  3. customA precipitate was obtained
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-98dcd7f92c3c46dcb77873b037474b71
Source dataset
uspto-grants-2010_02
Patent number
US07662814B2

Reaction notes

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