Cyanoacetamide → HCID 5311899, compound

HRID 2163585Notes

Reaction equation

HRID 2163585 reaction equation
C[O-].[Na+].[CH2:4]1[O:14][C:13]2[C:6](=[CH:7][C:8]([NH2:15])=[C:9]([CH:12]=2)[CH:10]=O)[O:5]1.[C:16]([CH2:18][C:19]([NH2:21])=[O:20])#[N:17]>CO>[CH2:4]1[O:5][C:6]2[CH:7]=[C:8]3[C:9]([CH:10]=[C:18]([C:19]([NH2:21])=[O:20])[C:16]([NH2:17])=[N:15]3)=[CH:12][C:13]=2[O:14]1

Participants

5

Reactant 3

HCID 7898CyanoacetamideHCID 2908366-Amino-2H-1,3-benzodioxole-5-carbaldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 5311899HCID 5311899, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To sodium methoxide (1.90 g., 0.03 mole) in methanol (50 ml.) is added 4,5-methylenedioxy-2-aminobenzaldehyde (5.0 g., 0.03 mole) and 2-cyanoacetamide (2.50 g., 0.03 mole). The mixture is heated to reflux for fifteen minutes and then cooled in an ice bath. The bright yellow solid is filtered off and recrystallized from acetic acid to give 6.18 g. (89.3%) of the desired product. M.P. 308° C. (dec.). (m/e = 231)

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for fifteen minutes
  3. temperaturecooled in an ice bath
  4. filtrationThe bright yellow solid is filtered off
  5. customrecrystallized from acetic acid
  6. customto give 6.18 g

Sources & evidence

ORD record
ord-59c2765fb41d47668bc0815c51f50732
Source dataset
uspto-grants-1979_01
Patent number
US04134981

Reaction notes

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