Cyanoacetamide → HCID 5311899, compound

HRID 442210Notes

Reaction equation

HRID 442210 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 15 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 15 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-c074d1654885459dbbf3f4cc5c99d908
Source dataset
uspto-grants-1977_08
Patent number
US04044134

Reaction notes

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