Cyanoacetic acid → HCID 47240101, compound

HRID 2372760Notes

Reaction equation

HRID 2372760 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=O)=[CH:9][C:4]=2[CH2:3][CH2:2]1.[C:12]([CH2:14][C:15]([OH:17])=[O:16])#[N:13].C([O-])(=O)C.[NH4+]>N1C=CC=CC=1.C1C=CC=CC=1.Cl>[C:12]([C:14](=[CH:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=1)[C:15]([OH:17])=[O:16])#[N:13]

Participants

7

Reactant 3

HCID 9740Cyanoacetic acidHCID 517165Ammonium AcetateHCID 7359012,3-Dihydrobenzofuran-5-carboxaldehyde

Product 1

HCID 47240101HCID 47240101, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 313Hydrochloric AcidSolventHCID 1049PyridineSolvent

Procedure

39.5 g of 2,3-dihydro-5-benzofurancarbaldehyde (prepared according to the process described in J. Org. Chem. (1984), 49, p. 409), 22.7 g of 2-cyanoacetic acid and 4.08 g of ammonium acetate are mixed in 37 ml of pyridine and 210 ml of benzene. The mixture is brought to reflux for 6 hours 30 minutes. The precipitate formed is isolated and then suspended in 600 ml of 6N hydrochloric acid. The solid isolated is filtered off and washed with water and dried in the air.

Workup

  1. temperatureto reflux for 6 hours 30 minutes
  2. customThe precipitate formed
  3. customis isolated
  4. customThe solid isolated
  5. filtrationis filtered off
  6. washwashed with water
  7. customdried in the air

Sources & evidence

ORD record
ord-dac7f3cf4676435fa6857ca394d80af0
Source dataset
uspto-grants-1992_03
Patent number
US05100902

Reaction notes

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